Methods, compositions, and uses of novel FYN kinase inhibitors

11701353 · 2023-07-18

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Abstract

The present invention provides methods for inhibiting Fyn kinase, using 5-3-pyridin-2-amine, 6-3-imidazo[1,2-a] pyrazine, 6-3-imidazo[1,2-b] pyridazine, N-(5-imidazo [2,1-b][1,3,4] thiadiazol-2-yl)-amine, 4-3-1H-pyrazolo[3,4-b] pyridine, and N-(3-imidazo [1,2-b] pyridazin-6-yl) amine compounds and methods of treatment, prevention, inhibition or amelioration of diseases and conditions associated with Fyn kinase using such compounds.

Claims

1. A composition comprising 3,5-bis(3,4,5-trimethoxyphenyl)pyridin-2-amine or a pharmaceutically acceptable salt or solvate thereof.

2. A method of treating, or slowing progression of, a disease associated with Fyn kinase activity in a subject in need thereof, comprising administering a therapeutically effective amount of the composition of claim 1 to the subject, wherein the disease associated with Fyn kinase activity is selected from the group consisting of type II diabetes, breast cancer, prostate cancer, pancreatic cancer, esophageal cancer, gastric cancer, liver cancer, multiple sclerosis, Alzheimer's disease, and Parkinson's disease.

3. A composition comprising N-(2-hydroxyethyl)-4-[3-(4-phenoxyphenyl)imidazo[1,2-a]pyrazin-6-yl]benzamide or a pharmaceutically acceptable salt or solvate thereof.

4. A method of treating, or slowing progression of, a disease associated with Fyn kinase activity in a subject in need thereof, comprising administering a therapeutically effective amount of the composition of claim 3 to the subject, wherein the disease associated with Fyn kinase activity is selected from the group consisting of type II diabetes, breast cancer, prostate cancer, pancreatic cancer, esophageal cancer, gastric cancer, liver cancer, multiple sclerosis, Alzheimer's disease, and Parkinson's disease.

5. A composition comprising N-[3-(dimethylamino)propyl]-4-[3-(4-phenoxyphenyl)imidazo[1,2-a]pyrazin-6-yl]benzamide or a pharmaceutically acceptable salt or solvate thereof.

6. A method of treating, or slowing progression of, a disease associated with Fyn kinase activity in a subject in need thereof, comprising administering a therapeutically effective amount of the composition of claim 5 to the subject, wherein the disease associated with Fyn kinase activity is selected from the group consisting of type II diabetes, breast cancer, prostate cancer, pancreatic cancer, esophageal cancer, gastric cancer, liver cancer, multiple sclerosis, Alzheimer's disease, and Parkinson's disease.

Description

DETAILED DESCRIPTION OF THE INVENTION

(1) Identifying FYN Kinase Inhibitors

(2) Individual compounds within a chemical library consisting of 600 potential kinase inhibitors were assayed with the ADP-Glo™ Kinase Assay kit (V9102, Promega UK Ltd., Southhampton, Hampshire, UK) to identify the most potent FYN kinase inhibitors within the collection. The chemical library was comprised of the SoftFocus ATP-competitive hinge binding compounds described by Harris, C. J., Hill, R. D., Sheppard, D. W., et al., The Design and Application of Target-Focused Compound Libraries. Combinatorial Chemistry and High Throughput Screening 14:521-31 (2011). The specific pharmacore chemistries included SFK52 comprising 6-[R2]-3-[R1]imidazo[1,2-b] pyridazine compounds, SFK33 comprising N-(3-[R2] imidazo [1,2-b] pyridazin-6-yl) [R1] amine compounds, SFK49 comprising N-(5-[R2] imidazo [2,1-b][1,3,4] thiadiazol-2-yl)[R1]-amine compounds, SFK 40 comprising 5-[R2]-3-[R1] pyridin-2-amine compounds, SFK43 comprising 6-[R2]-3-[R1]imidazo[1,2-a] pyrazine compounds, and SFK63. The scaffold structure of each pharmacore is shown in Table 2. The chemical structures of the initial 600 potential kinase inhibitors are presented in Table 3, with those chosen for additional analysis presented in Table 4. Comparison of the compounds presented in Table 1 and those of Tables 2, 3 and 4, illustrate the novelty of the chemical structures claimed herein.

(3) FYN kinase (10 micrograms) was from the FYN A Kinase Enzyme System (V3571, Promega UK Ltd.), a full-length recombinant human FYN A containing an N-terminal GST tag of about 85 kDa, expressed by bacullovirus in S19 insect cells, supplied at a concentration of 0.1 microgram/microliter in 5× reaction buffer. The FYN substrate, a 12 amino acid peptide of the sequence EFGTYGTLSKKK, containing a single tyrosine phosphorylation site, was custom synthesized (Peptide Synthetics, Peptide Protein Research, Fareham, UK) and supplied as a 4 mg/ml aqueous solution. All other reagents were obtained from Sigma (Sigma-Aldrich, Gillingham, Dorset, UK), with the exception of UltraPure ATP (V9102, Promega UK Ltd.) and the ATP-competitive broad spectrum protein kinase inhibitor staurosporine (569397, Merck Millipore, Watford, Hertfordshire, UK), or as otherwise indicated.

(4) The assay procedure determines the IC50 of each potential FYN kinase inhibitor by measuring the enzyme catalyzed ATP-dependent phosphorylation of the FYN substrate peptide. The ADP-Glo™ Kinase Assay is specifically designed to quantify kinase activity by measuring the ADP produced in the reaction The reaction buffer comprises 40 mM Tris.Math.HCl (pH 7.5), 20 mM MgCl.sub.2, 0.1 mg/ml BSA and 5 microM DTT. Individual compounds within the chemical library were dissolved in DMSO at known concentrations. Briefly, 2.5 microliters of reaction buffer containing 3 picograms of FYN kinase and serial dilutions of each potential FYN kinase inhibitor (9 3-fold dilutions of a 10 micromolar top sample) are placed into each well of a 384 well microtiter plate and incubated at room temperature for 30 minutes. An additional 2.5 microliters of reaction buffer containing 100 picograms of the FYN substrate and 12.5 picomoles of ATP are then added to each well and the reaction carried out for 90 minutes at room temperature. The reactions are terminated by addition of 5 microliters of the ADP-Glo™ Reagent component of the ADP-Glo™ Kinase Assay kit to each well. The ADP-Glo™ Reagent comprises an ATP-dependent adenylate cyclase, an inorganic pyrophosphatase and an excess of staurosporine. The adenylate cyclase converts the remaining ATP to cAMP and pyrophospahte, the pyrophosphatase converts the pyrophosphate to phosphate and the staurosporine inhibits the activity of the FYN kinase, the net effect is to remove all residual ATP while preserving the ADP produced by FYN kinase. The terminated reactions are incubated for 40 minutes at room temperature, prior to addition of the Kinase Detection Reagent component of the ADP-Glo™ Kinase Assay kit to each well. The Kinase Detection Reagent comprises pyruvate kinase, phosphoenol pyruvate (PEP), luciferin and luciferase. The pyruvate kinase converts PEP to pyruvate and in the process generates ATP from the residual ADP present in the terminated reaction. The ATP is then consumed by the luciferase catalyzed, light emitting conversion of luciferin to oxyluciferin producing AMP, pyrophosphate and CO2. The emitted light was measured on an Envion Luminometer to determine the relative activity of the FYN kinase in each well. A 10 point dose-response curve for each potential FYN kinase inhibitor dilution series was used to determine the IC50, of each compound. Details of the analysis, including assay procedures and representative dilution schema for measuring kinase inhibitors are presented in the Technical Manual accompanying the ADP-Glo™ Kinase Assay kit (Doc. TM313, Promega Corp.) as well as U.S. Pat. Nos. 8,183,007 and 8,802,411, the contents of which are incorporated herein, in their entirety.

(5) The results of screening candidate libraries are presented in Table 3, which lists the structure of each compound, the standard IUPAC name of the compound, the observed IC50 and the calculated lipophilicity of the compound. The most potent FYN kinase inhibitors, generally those with the most favorable combination of IC50 and drugability were resynthesized and subjected to further testing and expansion. In general, the best candidate compounds exhibit an IC50 of less than 200 nM and drugability as measured by LLE (Ligand-lipophilicity efficiency) of greater than 2.5. LLE=(pIC50-cLogP) where pIC50 is the negative log of the observed IC50 and cLogP is a calculated consensus measure of the lipophilicity of the compound. In practice, this means a cLogP of less than 3.5, based on an average IC50 of less than or equal to 1 μM, represents a favorable level of drugability (LLE>2.5). Candidate compounds selected for additional testing and expansion are listed in Table 4.

(6) Cell Based Assay(s) of FYN Kinase Inhibitors

(7) Test compounds exhibiting superior IC50 and LLE profiles are further tested for their ability to stimulate T cell proliferation and to inhibit production of Interleukin 2 by stimulated T-cells.

(8) T-cell proliferation is analyzed by staining with carboxy-fluorescein diacetate succinimidyl ester (CFSE) at a final concentration 5 μM (Molecular Probes, Invitrogen) according to the manufacturer's instructions. Briefly, cells are resuspended in warm PBS containing 5 μM CFSE and incubated at 37° C. for 10 minutes. Subsequently, cells are washed twice and resuspended in culture media containing 10% FBS before the experimental treatments are initiated. Cells may be analyzed by flow cytometry after 5 days in culture. Alternatively, a 96-well plate is coated with a monoclonal antibody to CD3 (G19-4), the antibody is allowed to bind, and then the plate is washed. Normal human peripheral blood T cells are added to the wells, along with test compound and anti-CD28 antibody to provide co-stimulation. After 3 days, [.sup.3H]thymidine is added to the cells and incubated for 6 hours. The cells are harvested and counted in a liquid scintillation counter to measure proliferation.

(9) To measure the ability of test compounds to block IL-2 production by Fyn mediated tyrosine phosphorylation induced by anti-CD3 and IL-2 stimulated T-cell proliferation, human T-cells, such as Jurkat cells are preincubated with various concentrations of test compound in serum-free medium at 37° C. for 10 min and then stimulated with plastic-immobilized anti-CD3 mAbs. Cells are cultured in complete media supplemented with 5% fetal bovine serum for 24 h in the presence of 10 μg/ml of anti-human CD25 mAbs to prevent IL-2 autocrine consumption. The supernatants are then harvested and centrifuged, and the IL-2 in the supernatant measured in a bioassay using a murine IL-2-dependent cell line, such as CTLL-4, as described by Trevillyan, et al., J. Immunol. 145:3223-30 (1990). To avoid the influence of residual test compound in the supernatants on proliferation of CTLL-4 cells, the test compound is removed by extensive dialysis against phosphate-buffered saline (0.1 M, pH 7.4). A control supernatant harvested from anti-CD3-stimulated Jurkat cells lacking Lck is spiked with 200 μM test compound is included along with the test compound dilution series to ascertain that all test compound is removed by the dialysis procedure. This “dialysis control” supernatant stimulates CTLL-4 proliferation as well as the positive control supernatant without added test compound, indicating the dialysis procedure has removed the test compound. Alternatively, IL-2 can be directly measured with an in vitro cytokine assays using labeled anti-IL2 mAbs, such as CisBio's Human IL2 Assay Kit (CisBio US, Bedford, Mass.) without requiring prior removal of test compound.

(10) One of skill in the art will recognize that other assays may be devised to measure the efficacy of Fyn kinase inhibition by test compounds and that such assays are conventional in the art and known to those of ordinary skill.

(11) TABLE-US-00002 TABLE 2 Representative scaffold structures of SoftFocus library pharmacores 0embedded image 5-[R2]-3-[R1]pyridin-2-amine Formula I (SFK40 pharmacore) embedded image 6-[R2]-3-[R1]imidazo[1,2-a]pyrazine Formula II (SFK43 pharmacore) embedded image 6-[R2]-3-[R1]imidazo[1,2-b]pyridazine Formula III (SFK52 pharmacore) embedded image N-(5-[R2]imidazo[2,1-b][1,3,4] thiadiazol-2-yl)[R1]amine Formula IV (SFK49 pharmacore) embedded image 4-[R2]-3-[R1]-1H-pyrazolo[3,4-b] pyridine Formula V (SFK63 pharmacore) embedded image N-(3-[R2]imidazo[1,2-b]pyridazin-6- yl)[R1]amine Formula VI (SFK33 pharmacore)

(12) TABLE-US-00003 TABLE 3 Primary screen-initial compounds. IC50 FYN logP Structure IUPAC name (μM) (consensus) Compound ID. embedded image N-[3-[6-(2- furylmethyl- amino) pyrazin-2- yl]phenyl] acetamide 11.18502 1.66 035_0144_0081 embedded image 4-[6-[1- (hydroxy- methyl) propylamino] pyrazin- 2-yl]phenol 15.34591 1.58 035_0153_0080 embedded image 2-[[6-(5- isopropyl-2- methoxy- phenyl) pyrazin-2- yl]amino]butan- 1-ol 11.79042 2.97 035_0153_0286 embedded image 6-(3- amino- phenyl)-N- benzyl- pyrazin-2- amine 6.67663 2.53 035_0232_0005 0embedded image 2-[[6-(4- aminophenyl) pyrazin-2- yl]amino]butan- 1-ol 21.05663 1.06 035_0153_0333 embedded image 3-[5-(3- furylmethyl- amino)- 3- pyridyl]phenol 10.89609 2.44 081_0284_2069 embedded image N-[3-[5-(3,4,5- trimethoxy- anilino)- 3- pyridyl]phenyl] acetamide 0.3913 2.61 081_0087_0081 embedded image 3-[(3- methoxyphenyl) methyl]-5- (3,4,5- trimethoxy- phenyl)-1H- imidazo[4,5- b]pyrazin-2-one 23.44 3.07 170_4313_0087 embedded image N,N-dimethyl-3- [2-oxo-3-[(1S)- 1-phenylethyl]- 1H-imidazo[4,5- b]pyrazin-5- yl]benzamide 1.77669 3.42 170_0148_0349 embedded image 5-[3- (dimethylamino) phenyl]-N-(4- morpholino- phenyl) imidazo]1,2- a]pyrazin-8- amine 2.70242 3.14 184_0088_0135 embedded image N-(2- methoxyethyl)- 3-(3- thienyl)imidazo [1,2-b]pyridazin- 6-amine 5.2312 2.02 229_0033_0074 embedded image 3-(3,4- dimethoxy- phenyl)- N-(2- methoxyethyl) imidazo[1,2- b]pyridazin-6- amine 1.54534 1.93 229_0033_0079 embedded image 3-(4- fluorophenyl)-N- (2- methoxyethyl) imidazo[1,2- b]pyridazin-6- amine 4.00393 2.38 229_0033_0339 embedded image 4-[6-(2- furylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]benzoic acid 3.879 2.73 229_0144_0140 0embedded image N-(2- furylmethyl)-3- (4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 3.67644 2.91 229_0144_0280 embedded image [4-[6-(2- furylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.20497 2.30 229_0144_0285 embedded image [3-[6-(2- furylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 3.85557 2.30 229_0144_0291 embedded image 1-[3-[6-(2- furylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.99711 2.63 229_0144_4145 embedded image [4-[6-(2- thienylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 1.09479 3.16 229_0146_0285 embedded image 3-(4- aminophenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 5.42153 3.10 229_0146_0333 embedded image 3-(4- fluorophenyl)-N- (2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 3.28447 4.07 229_0146_0339 embedded image 3-(3- methoxyphenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 2.94644 3.77 229_0146_4140 embedded image 1-[3-[6-(2- thienylmethyl amino)imidazo [1,2- b]pyridazin-3- yl]phenyl] ethanone 0.44073 3.48 229_0146_4145 embedded image 2-[[3-(3,4,5- trimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- yl]amino]butan- 1-ol 1.2806 2.06 229_0153_0087 0embedded image 2-[[3-(4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino]butan- 1-ol 1.27502 2.38 229_0153_0280 embedded image 2-[[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]amino]butan- 1-ol 2.46631 1.77 229_0153_0285 embedded image 2-[[3-(6- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]amino]butan- 1-ol 2.36648 1.76 229_0153_0311 embedded image 2-[[3-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino]butan- 1-ol 1.55019 1.76 229_0153_4140 embedded image [3-[6-[(3- chlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 5.10524 3.85 229_0223_0291 embedded image 3-(4- aminophenyl)-N- [(3- chlorophenyl) methyl] imidazo[1,2- b]pyridazin-6- amine 3.41043 3.79 229_0223_0333 embedded image [4-[6-[(4- fluorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.4449 3.39 229_0224_0285 embedded image N-(1,3- benzodioxol-5- ylmethyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-amine 0.37966 2.42 229_0236_0069 embedded image 4-[6-(1,3- benzodioxol-5- ylmethylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 5.67256 3.33 229_0236_0080 embedded image 3-(benzofuran- 2-yl)-N-(4- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 6.44995 2.87 229_0237_0073 0embedded image 3-(3- aminophenyl)- N- tetrahydropyran- 4-yl- imidazo[1,2- b]pyridazin-6- amine 0.74599 1.42 229_0242_0005 embedded image 3-(3,4- dimethoxy- phenyl)-N- tetrahydropyran- 4-yl- imidazo[1,2- b]pyridazin-6- amine 0.54713 1.93 229_0242_0079 embedded image N-[3-[6- (tetrahydropyran- 4- ylamino)imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.58811 1.49 229_0242_0081 embedded image N- tetrahydropyran- 4-yl-3-(3,4,5- trimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- amine 0.61737 1.78 229_0242_0087 embedded image 3-(1H-indol-5- yl)-N- tetrahydropyran- 4-yl- imidazo[1,2- b]pyridazin-6- amine 1.16563 2.35 229_0242_0204 embedded image 3-(3- methoxyphenyl)- N- tetrahydropyran- 4-yl-imidazo[1,2- b]pyridazin-6- amine 0.87042 2.09 229_0242_4140 embedded image 2-methoxy-4-[6- [(4- methoxyphenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenol 4.01326 3.39 229_0244_0314 embedded image 3-[[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]amino] propan- 1-ol 0.9286 1.28 229_0248_0068 embedded image 3-[[3-(1H-indol- 5- yl)imidazo[1,2- b]pyridazin-6- yl]amino] propan- 1-ol 2.71742 1.76 229_0248_0204 embedded image 3-[[3-[3- (trifluoromethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]amino] propan- 1-ol 3.41334 2.54 229_0248_0312 0embedded image 4-[6-(3- hydroxypropyl- amino)imidazo [1, 2-b]pyridazin-3- yl]-2-methoxy- phenol 0.32856 1.20 229_0248_0314 embedded image 3-[[3-(4- phenoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino] propan- 1-ol 5.54336 3.16 229_0248_1029 embedded image (2S)-2-[[3-(3- aminophenyl) imidazo[1,2- b]pyridazin-6- yl]amino]-3- methyl-butan-1- ol 1.80698 2.07 229_0254_0005 embedded image (2S)-2-[[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]amino]-3- methyl-butan-1- ol 1.82017 2.52 229_0254_0068 embedded image (2S)-2-[[3-(3,4- dimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- yl]amino]-3- methyl-butan-1- ol 0.7782 2.59 229_0254_0079 embedded image N-[3-[6-[[(1S)-1- (hydroxy- methyl)- 2-methyl- propyl]amino] imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.80076 2.14 229_0254_0081 embedded image 4-[6-[[(1S)-1- (hydroxy- methyl)- 2-methyl- propyl]amino] imidazo[1,2- b]pyridazin-3- yl]benzonitrile 3.17911 2.76 229_0254_0086 embedded image (2S)-2-[[3-(4- aminophenyl) imidazo[1,2- b]pyridazin-6- yl]amino]-3- methyl-butan-1- ol 3.05172 2.07 229_0254_0333 embedded image 3-(1,3- benzodioxol-5- yl)-N-(2- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 0.79705 2.50 229_4007_0068 embedded image N- (cyclopropyl- methyl)-3-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 3.29534 2.91 229_4051_4140 0embedded image 3-[5-[(6- methoxy-3- pyridyl)amino] pyrazolo[1,5- a]pyrimidin-3- yl]phenol 3.39371 3.25 294_0042_0284 embedded image 3-(3- methoxyphenyl)- N-(6-methoxy- 3- pyridyl)pyrazolo [1,5-a]pyrimidin- 5-amine 5.3146 3.40 294_0042_4140 embedded image 1-[3-[5-[(6- methoxy-3- pyridyl)amino] pyrazolo[1,5- a]pyrimidin-3- yl]phenyl] ethanone 1.63557 3.11 294_0042_4145 embedded image N-[5-[[3-(3- hydroxyphenyl) pyrazolo[1,5- a]pyrimidin-5- yl]amino]-2- methyl- phenyl]methane- sulfonamide 3.17096 2.92 294_0123_0284 embedded image 3-(3,4- dimethoxy- phenyl)-N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 1.63605 2.56 294_4003_0079 embedded image N-(3- pyridylmethyl)- 3-(3,4,5- trimethoxy- phenyl) pyrazolo[1,5- a]pyrimidin-5- amine 2.35332 2.40 294_4003_0087 embedded image N-(4- isopropyl- phenyl)- 3-(4- methoxyphenyl) pyrazolo[1,5- a]pyrimidin-5- amine 4.17999 5.42 294_6937_0280 embedded image N-(2- furylmethyl)-3- phenyl- imidazo[1,2- b]pyridazin-6- amine 6.37501 3.07 229_0144_0061 embedded image N-(2- furylmethyl)-3- (3,4,5- trimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- amine 4.89592 2.60 229_0144_0087 embedded image 3-(3- aminophenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 1.79421 3.10 229_0146_0005 0embedded image N-(2- thienylmethyl)- 3-(3,4,5- trimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- amine 3.10009 3.45 229_0146_0087 embedded image 3-(4- methoxy- phenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 5.3884 3.77 229_0146_0280 embedded image 3-[6-(2- thienylmethyl- amino)imidazo [1,2- b]pyridazin-3- yl]phenol 1.70365 3.62 229_0146_0284 embedded image 2-[[3-(2- thienyl)imidazo [1,2-b] pyridazin- 6- yl]amino]butan- 1-ol 3.96823 2.31 229_0153_4147 embedded image N-[(3- chlorophenyl) methyl]-3-(4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 10.74649 4.46 229 _ 0223 _0280 embedded image N-[(3- chlorophenyl) methyl]-3-(6- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 6-amine 8.33916 3.84 229_0223_0311 embedded image 4-[6-[(3- chlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 3.51753 4.15 229_0223_0314 embedded image 3-(3- aminophenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 0.93247 2.34 229_0226_0005 embedded image 3-(1,3- benzodioxol-5- yl)-N-propyl- imidazo[1,2- b]pyridazin-6- amine 2.05098 2.79 229_0226_0068 embedded image N-propyl-3-(3- thienyl)imidazo [1,2-b] pyridazin- 6-amine 4.03981 2.95 229_0226_0074 0embedded image 3-(3,4- dimethoxyphen- yl)-N-propyl- imidazo[1,2- b]pyridazin-6- amine 0.51897 2.85 229_0226_0079 embedded image N-[3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.62919 2.40 229_0226_0081 embedded image 4-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]benzoic acid 9.76838 2.82 229_0226_ 0140 embedded image 3-(4- methoxyphenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 5.42987 3.01 229_0226_0280 embedded image 3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 0.93003 2.86 229_0226_0284 embedded image 3-(3- methoxyphenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 2.21992 3.01 229_0226_4140 embedded image 1-[3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.36718 2.72 229_0226_4145 embedded image 4-[6-[(3,4- dichlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]benzoic acid 1.00617 4.88 229_0227_0140 embedded image 3-phenyl-N-(4- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 4.05638 2.79 229_0237_0061 embedded image 3-(4- aminophenyl)- N- tetrahydropyran- 4-yl- imidazo[1,2- b]pyridazin-6- amine 3.12587 1.42 229_0242_0333 00embedded image 4-[6-[(2,4- dimethylphenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 5.30595 4.58 229_4319_0314 01embedded image 3-(5-methoxy-3- pyridyl)-N-(4- morpholinophen- yl)pyrazolo[1,5- a]pyrimidin-5- amine 2.24998 2.85 294_0088_0196 02embedded image 3-(3- aminophenyl)- N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 2.5122 2.05 294_4003_0005 03embedded image 3-(2- methoxyphenyl)- N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 1.22114 2.72 294_4003_0083 04embedded image N-[3- (dimethylamino) propyl]-3-[6-(4- methoxyphenyl) pyrazin-2- yl]benzamide 9.05883 2.60 035_0280_0302 05embedded image 2-methoxy-4-[6- (4- methoxyphenyl) pyrazin-2- yl]phenol 5.17907 2.99 035_0280_0314 06embedded image N-[3-[6-(4- methoxyphenyl) pyrazin-2- yl]phenyl] acetamide 3.50136 2.68 035_ 0081_0280 07embedded image N-[3-[6-(3- hydroxyphenyl) pyrazin-2- yl]phenyl] acetamide 3.87844 2.54 035_0081_0284 08embedded image N-[3- (dimethylamino) propyl]-4-[6-(2- fluoro-3- methoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-3- yl]benzamide 7.3354 3.65 267_0180_7936 09embedded image 3-[2-amino-5- (3,4- dimethoxyphen yl)-3- pyridyl]phenol 2.00489 3.20 382_0284_0079 0embedded image 3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-N-(2- hydroxyethyl) benzamide 3.57159 2.31 382_0135_0192 embedded image 5-(3- methoxyphenyl)- 3-(3,4,5- trimethoxyphen- yl)pyridin-2- amine 9.5028 3.18 382_0087_4140 embedded image 4-[2-amino-5-(4- methylsulfonyl- phenyl)-3- pyridyl]-2- methoxy-phenol 0.34919 2.19 382_0314_0174 embedded image 4-[2-amino-5-(p- tolyl)-3-pyridyl]- 2-methoxy- phenol 4.3442 3.87 382_0314_4139 embedded image 4-[2-amino-5-(3- chlorophenyl)-3- pyridyl]-2- methoxy-phenol 3.5107 3.96 382_0314_0279 embedded image 4-[2-amino-5-(3- fluorophenyl)-3- pyridyl]-2- methoxy-phenol 2.02739 3.50 382_0314_0313 embedded image 4-(2-amino-5- phenyl-3- pyridyl)-2- methoxy-phenol 1.47705 3.35 382_0314_0061 embedded image 4-[6-amino-5-(4- hydroxy-3- methoxy- phenyl)-3- pyridyl]-2,6- dimethyl-phenol 0.52648 4.08 382_0314_0315 embedded image 4-[2-amino-5-(4- fluorophenyl)-3- pyridyl]-2- methoxy-phenol 3.24026 3.50 382_0314_0339 embedded image 4-[2-amino-5- (3,4,5- trimethoxyphen- yl)-3-pyridyl]-2- methoxy-phenol 0.08059 2.88 382_0314_0087 0embedded image 4-[6-amino-5-[4- (methoxy- methoxy) phenyl]-3- pyridyl] benzamide 3.42268 2.57 382_0341_0346 embedded image [3-[6-amino-5- [4- (methoxy- methoxy) phenyl]-3- pyridyl]phenyl] methanol 4.62016 2.95 382_0341_0291 embedded image 3-[6-amino-5-[4- (methoxy- methoxy) phenyl]-3- pyridyl] benzamide 3.02265 2.57 382_0341_0347 embedded image N-[3-[6-amino- 5-[4- (methoxy- methoxy) phenyl]-3- pyridyl]phenyl] acetamide 1.5493 2.96 382_0341_0081 embedded image 4-[6-amino-5-[4- (hydroxymethyl) phenyl]-3- pyridyl]-2,6- dimethyl-phenol 4.64395 3.77 382_0285_0315 embedded image 3-[4- (methoxy- methoxy) phenyl]-5- (3,4,5- trimethoxy- phenyl) pyridin-2- amine 1.90467 3.25 382_0341_0087 embedded image 3-[2-amino-5-(4- morpholinophen- yl)-3- pyridyl]phenol 4.64154 3.40 382_0284_0001 embedded image N-[3-[6-amino- 5-(4- hydroxyphenyl)- 3- pyridyl]phenyl] acetamide 0.83784 2.75 382_7249_0081 embedded image 4-[2-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl]phenol 0.20886 3.04 382_7249_0087 embedded image 4-[2-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]phenol 2.19069 3.62 382_7249_0135 0embedded image 3-[2-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl]phenol 1.01519 3.04 382_0284_0087 embedded image 4-[2-amino-5-(4- methylsulfonyl- phenyl)-3- pyridyl]phenol 1.25339 2.35 382_7249_0174 embedded image 3-(3- aminophenyl)-5- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 2.96823 2.51 382_0005_0087 embedded image 4-[2-amino-5-(3- methoxyphenyl)- 3- pyridyl]phenol 3.49074 3.35 382_7249_4140 embedded image 4-[6-amino-5-(4- pyridyl)-3- pyridyl]-2,6- dimethyl-phenol 1.70457 3.32 382_0069_0315 embedded image 5-[6-[3- (dimethylamino) propoxy]-3- pyridyl]-3-(3,4,5- trimethoxyphen- yl)pyridin-2- amine 0.5304 2.64 382_0087_0002 embedded image 5-(3- fluorophenyl)-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 1.5198 3.49 382_0087_0313 embedded image 4-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3-pyridyl]- 2,6-dimethyl- phenol 0.71164 4.07 382_0087_0315 embedded image N-[3-[6-amino- 5-(3,4,5- trimethoxyphen- yl)-3- pyridyl]phenyl] methane- sulfonamide 0.5248 1.72 382_0087_6488 embedded image 5-phenyl-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 0.8934 3.34 382_0087_0061 0embedded image 3-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3-pyridyl]-N- (2- hydroxyethyl) benzamide 0.48532 1.73 382_0087_0192 embedded image 5-(4- aminophenyl)-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 0.97087 2.51 382_0087_0333 embedded image 4-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl]phenol 1.72584 3.04 382_0087_7249 embedded image 5-(4- fluorophenyl)-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 2.85921 3.49 382_0087_0339 embedded image 4-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3-pyridyl]-N- cyclopropyl- benzamide 0.5072 2.88 382_0087_7489 embedded image 5- (benzothiophen- trimethoxyphen- yl)pyridin-2- amine 2.69043 4.22 382_0087_0076 embedded image 3-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl]phenol 0.72322 3.04 382_0087_0284 embedded image 5-(6-methoxy-3- pyridyl)-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 1.06095 2.56 382_0087_0311 embedded image 5-[3- (dimethylamino) phenyl]-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 0.59506 3.45 382_0087_0135 embedded image [3-[6-amino-5- [3- (dimethylamino) phenyl]-3- pyridyl]phenyl]- (4- methylpiperazin- 1-yl)methanone 4.43871 3.07 382_0135_0200 0embedded image 4-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-2- methoxy-phenol 2.10895 3.46 382_0135_0314 embedded image 3-[3- (dimethylamino) phenyl]-5- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 3.13462 3.45 382_0135_0087 embedded image 4-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-2,6- dimethyl-phenol 4.20127 4.65 382_0135_0315 embedded image 3-[3- (dimethylamino) phenyl]-5-(3- pyridyl)pyridin- 2-amine 7.11159 2.71 382_0135_0071 embedded image [3-[6-amino-5- [3- (dimethylamino) phenyl]-3- pyridyl]phenyl] methanol 2.6979 3.16 382_0135_0291 embedded image 3-[3- (dimethylamino) phenyl]-5-[6-[3- (dimethylamino) propoxy]-3- pyridyl]pyridin- 2-amine 4.66462 3.22 382_0135_0002 embedded image 3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl] benzamide 3.52109 2.77 382_0135_0347 embedded image 5-(3,4- dimethoxyphen- yl)-3-[3- (dimethylamino) phenyl]pyridin- 2-amine 5.04712 3.61 382_0135_0079 embedded image 4-[2-amino-5-(3- chloro-4-fluoro- phenyl)-3- pyridyl]-2- methoxy-phenol 11.34048 4.10 382_0314_0164 embedded image 5-(4- methoxyphenyl)- 3-(3,4,5- trimethoxyphen- yl)pyridin-2- amine 2.97729 3.18 382_0087_0280 0embedded image 4-[2-amino-5-(4- methoxyphenyl)- 3-pyridyl]-2- methoxy-phenol 4.15847 3.20 382_0314_0280 embedded image 5-(3-furyl)-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 12.0965 2.48 382_0087_0343 embedded image 5-(2- phenoxyphenyl)- 3-(3,4,5- trimethoxyphen- yl)pyridin-2- amine 9.00592 4.84 382_0087_0063 embedded image 4-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl] benzamide 0.40043 2.19 382_0087_0346 embedded image 4-[2-amino-5-(3- methoxyphenyl)- 3-pyridyl]-2- methoxy-phenol 1.19944 3.20 382_0314_4140 embedded image [4-[2-amino-5- (3,4- dimethoxyphen- yl)-3- pyridyl]phenyl] methanol 5.13242 2.73 382_0285_0079 embedded image 5-[4-(4- methylpiperazin- 1-yl)phenyl]-3- (3,4,5- trimethoxyphen- yl)pyridin-2- amine 0.32234 3.30 382_0087_0218 embedded image 3-(4- fluorophenyl)-N- methyl- imidazo[1,2- b]pyridazin-6- amine 3.25909 2.43 437_0339 embedded image 3-(4- methoxyphenyl)- N-methyl- imidazo[1,2- b]pyridazin-6- amine 4.15763 2.13 437_0280 embedded image 2-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 1.13395 1.98 437_0340 0embedded image N-methyl-3-(3- thienyl)imidazo [1,2-b]pyridazin- 6-amine 4.23169 2.07 437_0074 embedded image 3-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 2.17588 1.98 437_0284 embedded image 3-(3,4- dimethoxyphen- yl)-N-methyl- imidazo[1,2- b]pyridazin-6- amine 1.24313 1.97 437_0079 embedded image N,N-dimethyl-3- [6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.94156 1.59 437_0349 embedded image N-methyl-3-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazin-6- amine 5.63446 0.72 437_7468 embedded image N-[3-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.75426 1.53 437_0081 embedded image 3-(6-methoxy-3- pyridyl)-N- methyl- imidazo[1,2- b]pyridazin-6- amine 4.46164 1.51 437_0311 embedded image 6-(1H-indol-5- yl)-N-methyl- pyrazin-2-amine 14.9424 1.74 445_0204 embedded image N-ethyl-2-(3,4,5- trimethoxy- anilino)- 7,8-dihydro- 5H-pyrido[4,3- d]pyrimidine-6- carboxamide 4.24682 1.18 582_9377_5725 embedded image 6-propyl-N- (3,4,5- trimethoxyphen- yl)-7,8-dihydro- 5H-pyrido[4,3- d]pyrimidin-2- amine 14.67829 2.59 582_9377_5632 0embedded image [2-[3- (dimethylamino) anilino]-5,7- dihydropyrrolo[3, 4-d]pyrimidin-6- yl]-(2- methoxyphenyl) methanone 10.08397 2.97 585_9372_5053 embedded image N-(2- hydroxyethyl)-4- [3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl+benzamide 0.64093 1.22 388_0080_0328 embedded image 3-[3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6-yl]- N,N-dimethyl- benzamide 0.97398 2.14 388_0080_0349 embedded image 4-[6-[4-(4- isopropyl- piperazin-1- yl)phenyl] imidazo [1,2-a]pyrazin- 3-yl]phenol 0.63733 3.57 388_0080_0182 embedded image 4-[6-(1- benzylpyrazol- 4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 6.6194 2.99 388_0080_7469 embedded image 4-[3-(2- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenol 6.25235 2.62 388_4147_0080 embedded image 3,6-bis(2- thienyl)imidazo [1,2-a]pyrazine 5.02752 2.70 388_4147_4147 embedded image N-(2- hydroxyethyl)-3- [3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.03081 1.22 388_0080_0192 embedded image N-cyclopropyl-4- [3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.95812 2.38 388_0080_7489 embedded image 4-[6-[4-(4- methylpiperazin- 1- yl)phenyl] imidazo [1,2-a]pyrazin- 3-yl]phenol 0.67809 2.79 388_0080_0218 0embedded image 4-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]phenol 1.9327 1.39 388_0080_7905 embedded image 5-[3-(2- thienyl)imidazo [1,2-a]pyrazin-6- yl]pyridin-2- amine 8.16191 1.47 388_4147_7905 embedded image 4-[3-(3- acetylphenyl) imidazo[1,2- a]pyrazin-6-yl]- N-(2- dimethylamino- ethyl)benzamide 4.07021 1.79 388_4145_0327 embedded image N-(2- dimethylamino- ethyl)-4-[3-(2- thienyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 8.52139 2.01 388_4147_0327 embedded image 4-[3-(3,5- dimethoxyphen yl)imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl] benzamide 6.69112 1.98 388_7492_0180 embedded image N-(2- dimethylamino- ethyl)-4-[3-(4- pyridyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 6.90909 1.02 388_0069_0327 embedded image 4-[6-[2- (dimethylamino) phenyl]imidazo [1,2-a]pyrazin-3- yl]-2-methoxy- phenol 1.75434 2.79 388_0314_0006 embedded image N-(2- hydroxyethyl)-3- [3-(4-hydroxy-3- methoxy- phenyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 0.8957 1.07 388 _ 0314 _ 0192 embedded image 2-methoxy-4-[6- (3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]phenol 3.06577 1.46 388_0314_0071 embedded image 4-[6-(2- chlorophenyl) imidazo[1,2- a]pyrazin-3-yl]- 2-methoxy- phenol 2.53905 3.28 388_0314_4027 00embedded image 4-[6-(3- ethoxyphenyl) imidazo[1,2- a]pyrazin-3-yl]- 2-methoxy- phenol 1.36347 2.88 388_0314_0205 01embedded image N-(2- dimethylamino- ethyl)-4-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 0.44033 1.77 388_0314_0327 02embedded image 4-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]-2-methoxy- phenol 1.41172 1.23 388_0314_7905 03embedded image 2-methoxy-4-[6- [6-(4- methylpiperazin- 1-yl)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 1.13372 2.01 388 _0314 _0016 04embedded image 2-methoxy-4-[6- (1- methylpyrazol- 4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 0.74595 1.11 388_0314_8400 05embedded image N-[3-[3-(3,4,5- trimethoxyphen- yl)imidazo[1,2- a]pyrazin-6- yl]phenyl]meth- anesulfonamide 2.79564 1.04 388_0087_6488 06embedded image N-[3- (dimethylamino) propyl]-4-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 0.60574 1.83 388_0314_0180 07embedded image 2-methoxy-4-[6- [6-(2- morpholinoethyl- amino)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 1.35363 1.33 388 _0314 _0003 08embedded image 6-(1- methylpyrazol- 4-yl)-3-(3- thienyl)imidazo [1,2-a]pyrazine 6.37648 1.35 388_0074_8400 09embedded image 6-phenyl-3-(3- thienyl)imidazo [1,2-a]pyrazine 3.94995 2.92 388_0074_0061 0embedded image [4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenyl]metha- nol 2.3518 2.16 388_0074_0285 embedded image 4-[3-(4- methoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]phenol 10.45826 2.68 388_0280_0080 embedded image 6-(3-pyridyl)-3- (3- thienyl)imidazo [1,2-a]pyrazine 4.33598 1.70 388_0074_0071 embedded image 3-(4-pyridyl)-6- (2- thienyl)imidazo [1,2-a]pyrazine 5.68757 1.70 388_0069_4147 embedded image 4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenol 2.70168 2.62 388_0074_0080 embedded image 6-(2-thienyl)-3- (3- thienyl)imidazo [1,2-a ]pyrazine 2.24904 2.70 388_0074_4147 embedded image N-[3-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenyl] acetamide 2.32941 2.16 388_0074_0081 embedded image N-[3-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenyl]meth- anesulfonamide 3.32047 1.30 388_0074_6488 embedded image 6-(2-furyl)-3-(3- thienyl)imidazo [1,2-a]pyrazine 6.25008 1.98 388_0074_0142 embedded image 3-(6- phenylimidazo[1, 2-a]pyrazin-3- yl)phenol 6.54588 2.84 388_0284_0061 0embedded image 3-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.58014 1.69 388_0284_0347 embedded image 4-[6-(3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]phenol 2.72591 1.62 388_0080_0071 embedded image [4-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]phenyl]metha- nol 4.72246 3.88 388_1029_0285 embedded image 4-[6-(4- chlorophenyl) imidazo[1,2- a]pyrazin-3- yl]phenol 6.37838 3.44 388_0080_0160 embedded image 3-[6-(2- thienyl)imidazo [1,2-a]pyrazin-3- yl]phenol 2.78435 2.62 388_0284_4147 embedded image 6-(1- methylpyrazol- 4-yl)-3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazine 1.92958 3.07 388_1029_8400 embedded image 3-[6-(2- furyl)imidazo[1, 2-a]pyrazin-3- yl]phenol 6.11196 1.90 388_0284_0142 embedded image 4-[6-(6- methoxy-3- pyridyl)imidazo 1,2-a]pyrazin-3- yl]phenol 1.97871 2.06 388_0080_0311 embedded image 3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-a]pyrazin-3- yl]phenol 3.35687 2.07 388_0284_0285 embedded image 3-[6-(1- methylpyrazol- 4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 2.78229 1.27 388_0284_8400 0embedded image 4-[6-(1- methylpyrazol- 4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 1.58926 1.27 388_0080_8400 embedded image 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]- 3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazine 2.13162 3.97 388_1029_0016 embedded image N-(2- hydroxyethyl)-3- [3-(4- phenoxyphenyl) imidazo[1,2- a ]pyrazin-6- yl]benzamide 1.48118 3.03 388_1029_0192 embedded image N-(2- dimethylamino- ethyl)-4-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.1649 3.74 388_1029_0327 embedded image N-(2- hydroxyethyl)-4- [3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.62307 3.03 388_1029_0328 embedded image 4-[3-(3- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl] benzamide 8.43215 2.90 388_0279_0180 embedded image 5-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]pyridin-2- amine 1.71808 3.19 388_1029_7905 embedded image N-[3- (dimethylamino) propyl]-4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 3.87213 2.08 388_0074_0180 embedded image 3-(4- methoxyphenyl)- 6-[4-(4- methylpiperazin- 1- yl)phenyl] imidazo [1,2-a]pyrazine 5.25112 2.94 388_0280_0218 embedded image N-(2- hydroxyethyl)-3- [3-(3- thienyl)imidazo 1,2-a]pyrazin-6- yl]benzamide 3.67126 1.31 388_0074_0192 0embedded image 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]- 3-(3- thienyl)imidazo [1,2-a]pyrazine 7.04574 2.25 388_0074_0016 embedded image 5-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]pyridin-2- amine 2.45583 1.47 388_0074_7905 embedded image 3,6-bis(3- thienyl)imidazo [1,2-a]pyrazine 8.47406 2.70 388_0074_0074 embedded image N-(2- dimethylamino- ethyl)-4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 1.89752 2.02 388_0074_0327 embedded image 3-(1- methylpyrazol- 4-yl)-6-(2- phenoxyphenyl) imidazo[1,2- a]pyrazine 1.81873 3.07 388_8400_0063 embedded image 3-[6-[6-(4- methylpiperazin- 1-yl)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 3.14141 2.17 388_0284_0016 embedded image 3-[[5-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6-yl]- 2-pyridyl]oxy]- propan-1-amine 9.85132 2.06 388_0068_0002 embedded image 3-[6-(3- ethoxyphenyl) imidazo[1,2- a]pyrazin-3- yl]phenol 6.6859 3.04 388_0284 _0205 embedded image 3-(1,3- benzodioxol-5- yl)-6-[4-(4- methylpiperazin- 1- yl)phenyl] imidazo [1,2-a]pyrazine 7.93105 2.72 388_0068_0218 embedded image 3-[6-(3- thienyl)imidazo [1,2-a]pyrazin-3- yl]phenol 2.51787 2.62 388_0284_0074 0embedded image 3-[6-[4-(4- methylpiperazin- 1- yl)phenyl] imidazo [1,2-a]pyrazin- 3-yl]phenol 1.58793 2.79 388_0284_0218 embedded image 4-[3-(4- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl] benzamide 4.90272 2.90 388_0160_0180 embedded image 4-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6-yl]- N-(2- dimethylamino- ethyl) benzamide 3.79881 1.86 388_0068_0327 embedded image 3-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]phenol 2.88877 1.39 388_0284_7905 embedded image N-(2- dimethylamino ethyl)-4-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.81226 1.93 388_0284_0327 embedded image 4-[3-(4- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-(2- dimethylamino- ethyl) benzamide 4.15862 2.84 388_0160_0327 embedded image 3-[6-[6-(2- morpholinoethyl amino)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 2.93938 1.49 388_0284_0003 embedded image N-[3- (dimethylamino) propyl]-4-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.61113 1.99 388_0284_0180 embedded image N-(2- hydroxyethyl)-4- [3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.72336 1.22 388_0284_0328 embedded image 4-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl] benzamide 6.03233 1.92 388_0068_0180 0embedded image 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]- 3-phenyl- imidazo[1,2- a]pyrazine 10.85328 2.47 388_0061_0016 embedded image 3-[6-[4-(4- isopropylpiper- azin-1- yl)phenyl] imidazo [1,2-a]pyrazin- 3-yl]phenol 2.61352 357 388_0284_0182 embedded image 5-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6- yl]pyridin-2- amine 10.2391 1.31 388_0068_7905 embedded image 4-[6-[6-[3- (dimethylamino) propoxy]-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 1.32178 2.14 388_0080_0002 embedded image 4-[6-[6-(2- morpholinoethyl- amino)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 1.31444 1.49 388_0080_0003 embedded image 4-[6-[6-(4- methylpiperazin- 1-yl)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 2.21078 2.17 388_0080_0016 embedded image 3-[2- (cyclohexyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.71795 3.60 699_0052_0349 embedded image N,N-dimethyl-3- [2-[2-(4- sulfamoylphenyl) ethylamino] imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 0.9091 2.42 699_6182_0349 embedded image 3-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.53282 2.22 699_0240_0349 embedded image 1-[3-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl] ethanone 0.48712 2.48 699_0240_4145 0embedded image 6-(3- chlorophenyl)-3- (3,4- dimethoxyphen- yl)pyrazolo[1,5- a]pyrimidin-7- amine 0.80424 3.50 DT2008- 0028664 embedded image N-[3-[2-(2- furylmethyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl] acetamide 4.56802 2.53 699_0144_0081 embedded image 3-[2- (cyclopropyl- methyl- amino)imidazo [2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.97667 2.59 699_4051_0349 embedded image 3-[2- (isobutylamino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.28265 3.05 699_0149_0349 embedded image 3-[2-[(4- fluorophenyl) methylamino] imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 2.76099 3.67 699_0224_0349 embedded image N-[3-[2-(2- thienylmethyl- amino)imidazo [2,1- b][1,3,4]thia- diazol-5- yl]phenyl] acetamide 3.92554 3.38 699_0146_0081 embedded image 4-[2-[[5-(1- methylpyrazol- 4- yl)imidazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]ethyl] benzenesulfon- amide 2.26191 1.55 699_6182_7468 embedded image 4-[[5-[3- (dimethylamino) phenyl]imidazo [2,1- b][1,3,4]thia- diazol-2- yl]amino]cyclo- hexanol 5.79421 3.03 699_0240_0135 embedded image N-[3-[2- (isobutylamino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl]meth- anesulfonamide 7.06833 2.12 699_0149_6488 embedded image 3-[2-(3- hydroxypropyl amino)imidazo[2, 1- b][1,3,4]thia- diazol-5- yl]benzamide 2.87875 0.73 699_0248_0347 0embedded image 4-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1 b][1,3,4]thia- diazol-5-yl] phenol 3.804 2.62 699_0240_0080 embedded image 3-[2-(2- furylmethyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 1.22619 2.14 699_0144_0347 embedded image 4-[2-[[5-(6- methoxy-3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2- yl]amino]ethyl] benzenesulfon- amide 2.61127 2.35 699_6182_0311 embedded image N,N-dimethyl-3- [2- (tetrahydropyran- 4- ylmethylamino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 2.72692 2.23 699_0243_0349 embedded image N,N-dimethyl-3- [2-(o- tolylmethyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 3.73043 4.04 699_8074_0349 embedded image N-isobutyl-5-(5- methoxy-3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 5.16693 2.38 699_0149_0196 embedded image N-(1,3- benzodioxol-5- ylmethyl)-5-(5- methoxy-3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 0.44781 2.48 699_0236_0196 embedded image N-[4-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl] acetamide 0.16907 3.03 828_0314_0722 embedded image N-[3-[6-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.16817 3.11 828_0081_0068 embedded image N-[3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 1.10979 3.11 828_0068_0081 0embedded image N-[3-(3- acetylphenyl)-6- [4-(morpholine- 4- carbonyl)phenyl] imidazo[1,2- a]pyridin-8- yl]acetamide 2.02757 1.85 802_4145_0337 embedded image N-[3-[6-[3- (trifluoro- methoxy) phenyl]imidazo [1,2- b]pyridazin-3- yl]phenyl] acetamide 1.5009 4.92 828_0081_0168 embedded image 1-[3-[6-(3,4- dimethoxy- phenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.65302 3.50 828_4145_0079 embedded image N-[3-[6-(4- methylsulfonyl- phenyl)imidazo[1, 2-b]pyridazin-3- yl]phenyl] acetamide 1.08226 2.33 828_0081_0174 embedded image N-[3-[3-(3- acetamido- phenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 0.55312 2.73 828_0081_0081 embedded image 3-[2-[(4- methoxyphenyl) methylamino] imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 2.33054 3.37 699_0244_0349 embedded image N-[3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 0.6205 3.05 828_4145_0081 embedded image 4-[3-(3- acetamido- phenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.22155 2.34 828_0081_0346 embedded image N-[4-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 0.51873 3.19 828_0284_0722 embedded image N-[2-(4- pyridyl)ethyl]-5- (3,4,5- trimethoxyphen- yl)imidazo[2,1- b][1,3,4]thia- diazol-2-amine 1.77014 2.83 699_0039_0087 00embedded image N-[3-(4- fluorophenyl)-6- [4-(morpholine- 4- carbonyl)phenyl] imidazo[1,2- a]pyridin-8- yl]formamide 3.59432 2.39 788_0339_0337 01embedded image 3-[2- (benzylamino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 1.50507 3.53 699_0232_0349 02embedded image 5-(6-methoxy-3- pyridyl)-N-(4- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.58601 2.23 699_0237_0311 03embedded image N-[3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl] acetamide 1.63929 2.72 828_0291_0081 04embedded image 3-[2-(2- furylmethyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 2.46273 2.59 699_0144_0349 05embedded image N-[3-[6-(4- dimethylamino- phenyl)imidazo [1, 2-b]pyridazin-3- yl]phenyl] acetamide 1.09863 3.60 828_0081_0004 06embedded image N-[3-(3- acetylphenyl)-6- [4-(morpholine- 4- carbonyl)phenyl] imidazo[1,2- a]pyridin-8- yl]formamide 2.99487 1.80 788_4145_0337 07embedded image N-[3-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b] pyridazin- 6- yl]phenyl] acetamide 0.10208 3.03 828_0314_0081 08embedded image N-[3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl]meth- anesulfonamide 0.83024 1.86 828_0285_6488 09embedded image 1-[3-[6-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.99396 3.51 828_4145_0284 0embedded image [4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b] pyridazin- 6- yl]phenyl] methanol 2.22994 2.72 828_0291_0285 embedded image 4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b] pyridazin- 6-yl]benzamide 1.89185 2.34 828_0291_0346 embedded image N-(2- dimethylamino- ethyl)-3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 1.47637 2.58 828_0176_0285 embedded image 3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.31104 2.80 828_0284_0347 embedded image 4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-2-methoxy- phenol 0.22297 3.02 828_0285_0314 embedded image 2-(3,4- dimethoxyphen- yl)-6-hydroxy- chromen-4-one 8.95228 2.35 DT2012- 0347380 embedded image [3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl]metha- nol 2.03689 2.27 828_0291_0071 embedded image [3-[6-[(4- fluorophenyl) methyl]imidazo [1,2- b]pyridazin-3- yl]phenyl]metha- nol 3.9747 3.56 828_0291_6370 embedded image [3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl]metha- nol 2.74495 3.33 828_0291_4140 embedded image N-[3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl]meth- anesulfonamide 0.29796 1.41 828_0069_6488 0embedded image 1-benzyl-N-[4- (4- methylpiperazin- 1-yl)phenyl]-2- (3- pyridyl)pyrrolo [3, 2-c]pyridin-6- amine 13.73604 5.14 809_2675_6001_ 0091 embedded image 2-(1H-pyrazol-4- yl)-N-(2-pyridyl)- 1H-pyrrolo[3,2- c]pyridin-6- amine 7.566 2.14 809_2678_0263_ 0259 embedded image N-(4- methylsulfonyl- phenyl)-2-(1H- pyrazol-4-yl)- 1H-pyrrolo[3,2- c]pyridin-6- amine 4.77594 1.60 809_2678_0263_ 9248 embedded image 1-benzyl-2-(3- pyridyl)-N- pyrimidin-4-yl- pyrrolo[3,2- c]pyridin-6- amine 6.84653 3.86 809_2675_6001_ 6410 embedded image N-(3- methoxyphenyl)- 2-(1H-pyrazol- 4-yl)-1H- pyrrolo[3,2- c]pyridin-6- amine 16.58236 2.60 809_2678_0263_ 0026 embedded image N-(3,4- dimethoxyphen- yl)-2-(1H- pyrazol-4-yl)- 1H-pyrrolo[3,2- c]pyridin-6- amine 12.71137 2.44 809_2678_0263_ 0036 embedded image 1-benzyl-N-[4- (4- methylpiperazin- 1-yl)phenyl]-2- phenyl- pyrrolo[3,2- c]pyridin-6- amine 15.018 6.36 809_9960_6001_ 0091 embedded image 6-(2- methoxyphenyl)- 3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.58491 2.88 828_0069_0083 embedded image 3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 1.2024 1.89 828_0069_0347 embedded image N-[3-(6- phenylimidazo[1, 2-b]pyridazin-3- yl)phenyl] acetamide 0.77278 3.49 828_0081_0061 0embedded image N-[3-[6-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.0711 3.19 828_0081_0284 embedded image 3-(3,4- dimethoxyphen- yl)-6-(3- fluorophenyl) imidazo[1,2- b]pyridazine 1.0392 4.08 828_0079_0313 embedded image N-[3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.49363 2.72 828_0081_0285 embedded image [3-(6- phenylimidazo[1, 2-b]pyridazin-3- yl)phenyl]metha- nol 1.74526 3.49 828_0291_0061 embedded image 6-(3- chlorophenyl)-3- (4- pyridyl)imidazo [1,2-b]pyridazine 0.25819 3.64 828_0069_0279 embedded image 4-[3-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-6- yl]-2-methoxy- phenol 0.22231 3.48 828_0079_0314 embedded image N-[3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 2.85447 3.33 828_0081_0083 embedded image N-[3-[6-[3- (trifluoromethyl) phenyl]imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 1.6027 4.37 828_0081_0312 embedded image [3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl]metha- nol 1.06972 3.33 828_0291_0083 embedded image 4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-2-methoxy- phenol 0.15309 3.02 828_0291_0314 0embedded image 3-phenyl-6-(4- pyridyl)imidazo [1,2-b]pyridazine 6.92543 3.04 828_0061_0069 embedded image 3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenol 0.22268 2.73 828_0069_0284 embedded image 3-(3,4- dimethoxyphen- yl)-6-phenyl- imidazo[1,2- b]pyridazine 0.42017 3.94 828_0079_0061 embedded image 3-(3,4- dimethoxyphen- yl)-6-(4- fluorophenyl) imidazo[1,2- b]pyridazine 1.33171 4.08 828_0079_0339 embedded image N-[3-[6-(3,4,5- trimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 3.13438 3.02 828_0081_0087 embedded image N-[3-[6-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.09296 3.03 828_0081_0314 embedded image 3-phenyl-6-(3- pyridyl)imidazo [1,2-b]pyridazine 3.84274 3.04 828_0061_0071 embedded image [4-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl]metha- nol 0.2553 2.27 828_0069_0285 embedded image 3-(3,4- dimethoxyphen- yl)-6-(2- methoxyphenyl) imidazo[1,2- b]pyridazine 3.12222 3.78 828_0079_0083 embedded image 3-(3,4- dimethoxyphen- yl)-6-(3- furyl)imidazo[1, 2-b]pyridazine 0.98263 3.08 828_0079_0343 0embedded image N-[3-[6-(3- furyl)imidazo[1, 2-b]pyridazin-3- yl]phenyl] acetamide 1.2569 2.63 828_0081_0343 embedded image [3-[6-(3- furyl)imidazo[1, 2-b]pyridazin-3- yl]phenyl] methanol 3.99398 2.63 828_0291_0343 embedded image N,N-dimethyl-4- [3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]aniline 0.39834 3.14 828_0069_0004 embedded image [3-[6-(4- methylsulfonyl- phenyl)imidazo [1, 2-b]pyridazin-3- yl]phenyl]metha- nol 3.03776 2.33 828_0291_0174 embedded image N-[3-(3- phenylimidazo [1, 2-b]pyridazin-6- yl)phenyl] acetamide 3.66176 3.49 828_0061_0081 embedded image 6-phenyl-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.22894 3.04 828_0069_0061 embedded image 6-(3- fluorophenyl)-3- (4- pyridyl)imidazo [1,2-b]pyridazine 0.35611 3.18 828_0069_0313 embedded image 3-(3,4- dimethoxyphen- yl)-6-(3- methoxyphenyl) imidazo[1,2- b]pyridazine 0.95169 3.78 828_0079_4140 embedded image N-[3-[6-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.614 2.12 828_0081_0196 embedded image [3-[6-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] methanol 2.14052 2.11 828_0291_0196 0embedded image 6-(1,3- benzodioxol-5- yl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.21745 2.66 828_0069_0068 embedded image 6-(3-furyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 1.02049 2.18 828_0069_0343 embedded image N-[3-[6-(3- chlorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.3705 4.10 828_0081_0279 embedded image N-[3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.40863 3.33 828_0081_4140 embedded image 3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenol 0.95381 3.18 828_0291_0284 embedded image 4-(3- phenylimidazo[1, 2-b]pyridazin-6- yl)benzamide 2.14265 3.10 828_0061_0346 embedded image 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenol 0.91497 3.57 828_0068_0284 embedded image 6-phenyl-3-(3- pyridyl)imidazo [1,2-b]pyridazine 1.94131 3.04 828_0071_0061 embedded image 3-(3-pyridyl)-6- (2- thienyl)imidazo [1,2-b]pyridazine 0.34617 2.81 828_0071_4147 embedded image N-[3-[6-(3- acetylphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.46574 3.05 828_0081_4145 0embedded image 3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 1.2357 3.79 828_0284_4140 embedded image 4-[6-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.04451 3.48 828_0314_0079 embedded image 1-[3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 2.3343 3.65 828_4145_0083 embedded image 1-[3-[6-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.37322 2.24 828_4145_7468 embedded image N-[3-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl]meth- anesulfonamide 1.20815 2.40 828_4147_6488 embedded image 3-(1,3- benzodioxol-5- yl)-6-(3- pyridyl)imidazo [1,2-b]pyridazine 0.68757 2.66 828_0068_0071 embedded image [4-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl] methanol 2.9094 2.27 828_0071_0285 embedded image 6-benzyl-3-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazine 0.97448 3.87 828_0079_6001 embedded image 3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenol 0.28545 3.18 828_0284_0285 embedded image [4-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 3.90029 3.33 828_0285_0083 0embedded image [4-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 1.55838 3.33 828_0285_4140 embedded image 2-methoxy-4-[6- (3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 0.22071 3.63 828_0314_4140 embedded image 1-[3-[6-(3- furyl)imidazo[1, 2-b]pyridazin-3- yl]phenyl] ethanone 3.4398 2.95 828_4145_0343 embedded image 4-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 0.95101 2.88 828_4147_0346 embedded image 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]-N-(2- hydroxyethyl) benzamide 0.36748 2.26 828_0068_0192 embedded image [3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenyl] methanol 0.33166 3.11 828_0068_0291 embedded image N-[3-[6-(2- thienyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.20995 3.27 828_0081_4147 embedded image 3-(6- phenylimidazo[1, 2-b]pyridazin-3- yl)phenol 0.89352 3.95 828_0284_0061 embedded image 1-[3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl]NL ethanone 1.60026 3.51 828_0284_4145 embedded image [4-[6-(3- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.95859 3.63 828_0285_0313 0embedded image 1-[3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl] ethanone 2.16824 3.04 828_0291_4145 embedded image 1-[3-[6-[3- (dimethylamino) phenyl]imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 0.88623 3.92 828_4145_0135 embedded image 1-[3-[6-(6- amino-3- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 0.28267 2.36 828_4145_7905 embedded image [4-[3-(2- thienyl)imidazo [1,2-b ]pyridazin- 6- yl]phenyl] methanol 2.35649 3.26 828_4147_0285 embedded image N-[3-[3-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-6- yl]phenyl]meth- anesulfonamide 0.70252 2.31 828_0079_6488 embedded image 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.51895 2.66 828_4145_0347 embedded image N-[3-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl]meth- anesulfonamide 1.41022 1.41 828_0071_6488 embedded image 3-[6-(4- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 0.20283 2.73 828_0284_0069 embedded image 3-[6-(5- quinolyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 14.63638 4.11 828_0284_6831 embedded image N-[3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl]meth- anesulfonamide 1.15032 1.86 828_0291_6488 00embedded image 2-methoxy-4-[6- (2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 0.95886 3.63 828_0314_0083 01embedded image 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]-N-methyl- benzamide 1.71793 2.89 828_4145_7965 02embedded image [3-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl]metha- nol 1.68324 3.26 828_4147_0291 03embedded image 6-(1- methylpyrazol- 4-yl)-3-(2- thienyl)imidazo [1,2-b]pyridazine 1.3135 2.46 828_4147_7468 04embedded image 3-[3-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-6- yl]-N-(2- hydroxyethyl) benzamide 0.3666 2.32 828_0079_0192 05embedded image 3-(1,3- benzodioxol-5- yl)-6-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazine 0.95557 2.30 828_0068_7468 06embedded image 3-(3,4- dimethoxyphen- yl)-6-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazine 0.36693 2.37 828_0079_7468 07embedded image 3-[6-(3- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 2.26441 4.09 828_0284_0313 08embedded image 1-[3-[6-(3- aminophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 1.12246 2.98 828_4145_0005 09embedded image 6-(2- methoxyphenyl)- 3-(3- pyridyl)imidazo [1,2-b]pyridazine 2.3503 2.88 828_0071_0083 0embedded image 3-(3,4- dimethoxyphen- yl)-6-(4- pyridyl)imidazo [1,2-b]pyridazine 0.40386 2.72 828_0079_0069 embedded image 3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 0.58643 2.73 828_0284_0071 embedded image 3-[6-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazin-3- yl]phenol 0.38762 2.38 828_0284_7468 embedded image [4-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.94383 3.63 828_0285_0339 embedded image 4-[6-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.29478 3.49 828_0314_0284 embedded image 6-(3,4- dimethoxyphen- yl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.28231 2.72 828_0069_0079 embedded image 6-(4- fluorophenyl)-3- (3- pyridyl)imidazo [1,2-b]pyridazine 2.77876 3.18 828_0071_0339 embedded image [3-[3-(3- chlorophenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] methanol 9.81893 4.09 828_0279_0291 embedded image 3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 11.87843 4.09 828_0284_0339 embedded image 3-phenyl-6-(2- thienyl)imidazo [1,2-b]pyridazine 1.9697 4.03 828_0061_4147 0embedded image 3-(3,4- dimethoxyphen- yl)-6-(3- pyridyl)imidazo [1,2-b]pyridazine 0.54944 2.72 828_0079_0071 embedded image N-[3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 1.64512 3.19 828_0284_0081 embedded image 4-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 0.12455 3.02 828_0314_0285 embedded image 3-[3-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-6- yl]-N-methyl- benzamide 3.49397 3.01 828_0079_7965 embedded image N-[3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6- yl]phenyl] acetamide 0.59778 2.27 828_0069_0081 embedded image 6-(3-furyl)-3-(3- pyridyl)imidazo [1,2-b]pyridazine 2.34906 2.18 828_0071_0343 embedded image N-[3-[6-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.25932 3.18 828_0081_0079 embedded image 3-[6-(3- furyl)imidazo[1, 2-b]pyridazin-3- yl]phenol 1.05684 3.09 828_0284_0343 embedded image 1-[3-[6-(4- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 0.37149 2.59 828_4145_0069 embedded image 6-(m- tolylmethyl)-3- (4- pyridyl)imidazo [1,2-b]pyridazine 0.97706 3.48 828_0069_6291 0embedded image 3-(1,3- benzodioxol-5- yl)-6-(4- fluorophenyl) imidazo[1,2- b]pyridazine 7.60066 4.02 828_0068_0339 embedded image 3,6-bis(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazine 0.53841 3.62 828_0079_0079 embedded image 3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 2.73595 3.79 828_0284_0083 embedded image [4-(6- phenylimidazo[1, 2-b]pyridazin-3- yl)phenyl] methanol 1.45898 3.49 828_0285_0061 embedded image N-[4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl] acetamide 21.45348 2.72 828 _0285_0722 embedded image 4-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 0.10235 3.02 828_0314_0291 embedded image 1-[3-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 0.17883 3.04 828_4145_0291 embedded image 6-(4-pyridyl)-3- (2- thienyl)imidazo [1,2-b]pyridazine 0.49696 2.81 828_4147_0069 embedded image 2-methoxy-4-[3- (2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]phenol 0.69396 3.57 828_4147_0314 embedded image N-(2- hydroxyethyl)-3- (3- phenylimidazo[1, 2-b]pyridazin-6- yl)benzamide 13.8636 2.64 828_0061_0192 0embedded image 6-benzyl-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.6243 2.97 828_0069_6001 embedded image 4-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 11.24348 1.89 828_0071_0346 embedded image 1-[3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 1.23395 2.59 828_4145_0071 embedded image 1-[3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 1.78495 3.65 828_4145_4140 embedded image 6-[(4- fluorophenyl) methyl]-3-(4- pyridyl)imidazo [1,2-b] pyridazine 1.44642 3.11 828_0069_6370 embedded image 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]aniline 0.84313 3.05 828_0068_0005 embedded image 3-(1,3- benzodioxol-5- yl)-6-(3- furyl)imidazo[1, 2-b]pyridazine 1.60154 3.02 828_0068_0343 embedded image [4-[6-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 3.9402 3.17 828_0285_0079 embedded image 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]-N-(2- dimethylamino- ethyl)benzamide 0.39289 2.97 828_0068_0176 embedded image N-[3-[6-(3- chloro-4-fluoro- phenyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] acetamide 0.52521 4.24 828_0081_0164 0embedded image 3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenol 1.13696 3.18 828_0285_0284 embedded image [3-[6-(3,4- dimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 0.74933 6.29 828_0291_0079 embedded image 1-[3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] ethanone 0.58173 3.37 828_4145_4145 embedded image N-(2- dimethylamino- ethyl)-3-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 1.1611 3.12 828_4147_0176 embedded image 3-(1,3- benzodioxol-5- yl)-6-phenyl- imidazo[1,2- b]pyridazine 3.08798 3.88 828_0068_0061 embedded image 3-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenol 1.81461 2.73 828_0071_0284 embedded image 3-(3,4- dimethoxyphen- yl)-6-(2- thienyl)imidazo [1,2-b]pyridazine 0.21139 3.72 828_0079_4147 embedded image 3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenol 0.98714 3.65 828_0284_0284 embedded image N-[3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b ]pyridazin- 6- yl]phenyl] acetamide 2.2389 2.72 828_0285_0081 embedded image 1-[3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 4.81048 3.95 828_4145_0339 0embedded image 3-[3-(3- acetamidophen- yl)imidazo[1,2- b]pyridazin-6- yl]-N-methyl- benzamide 1.3298 2.57 828_0081_7965 embedded image [3-(3- phenylimidazo[1, 2-b]pyridazin-6- yl)phenyl] methanol 1.92857 3.49 828_0061_0291 embedded image 6-(1- methylpyrazol- 4-yl)-3-(4- pyridyl)imidazo [1,2-b] pyridazine 30 1.46 828_0069_7468 embedded image N-(2- dimethylamino- ethyl)-3-[3-[3- (trifluoro- methoxy) phenyl]imidazo [1,2- b]pyridazin-6- yl]benzamide 3.93108 4.78 828_0168_0176 embedded image [4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6- yl]phenyl] methanol 1.03522 2.72 828_0285_0285 embedded image 4-[6-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.1999 3.42 828_0314_0068 embedded image 1-[3-[6-(2- thienyl)imidazo [1,2-b]pyridazin- 3- yl]phenyl] ethanone 0.41575 3.59 828_4145_4147 embedded image 6-(5-methoxy-3- pyridyl)-3-(2- thienyl)imidazo [1,2-b]pyridazine 2.86231 2.66 828_4147_0196 embedded image 3,6-bis(2- thienyl)imidazo [1,2-b] pyridazine 4.89416 3.81 828_4147_4147 embedded image N-(2- dimethylamino- ethyl)-3-[6-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazin-3- yl]benzamide 1.76458 1.77 828_0176_7468 0embedded image 3-[6-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-3- yl]-N-(2- dimethylamino- ethyl)benzamide 2.01862 2.97 828_0176_0068 embedded image 3-[3-[3-(2- dimethylamino- ethylcarbamoyl) phenyl]imidazo [1, 2-b]pyridazin-6- yl]benzamide 4.14881 2.20 828_0176_0347 embedded image N-(2- hydroxyethyl)-3- [3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.35163 2.33 828_0284_0192 embedded image 2-methoxy-4-[6- (3,4,5- trimethoxyphen- yl)imidazo[1,2- b]pyridazin-3- yl]phenol 1.81139 3.32 828_0314_0087 embedded image [3-[3-(3- furyl)imidazo[1, 2-b]pyridazin-6- yl]phenyl] methanol 7.32807 2.63 828_0343_0291 embedded image 4-(6- benzylimidazo[1, 2-b]pyridazin-3- yl)benzamide 0.71127 3.04 828_0346_6001 embedded image 3-[6-(4- acetamidophen- yl)imidazo[1,2- b]pyridazin-3- yl]-N-(2- dimethylamino- ethyl)benzamide 0.98309 2.58 828_0176_0722 embedded image 2-methoxy-4-[6- [3- (trifluoro- methoxy) phenyl]imidazo [1,2- b]pyridazin-3- yl]phenol 0.83451 5.22 828_0314_0168 embedded image N-(2- dimethylamino- ethyl)-3-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 0.81608 2.58 828_0176_0291 embedded image 4-[6-[(3,4- difluorophenyl) methyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 3.07271 3.52 828_0346_6007 0embedded image 3-[6-(3- acetamidophen- yl)imidazo[1,2- b]pyridazin-3- yl]-N-(2- dimethylamino- ethyl)benzamide 3.16865 2.58 828_0176_0081 embedded image 2-methoxy-4-[6- [3- (trifluoromethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenol 1.08271 4.67 828_0314_0312 embedded image 6-benzyl-3-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazine 2.67306 2.81 828_0196_6001 embedded image 4-[6-(m- tolylmethyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 3.10262 3.55 828_0346_6291 embedded image N-(2- dimethylamino- ethyl)-3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.13745 3.19 828_0176_0083 embedded image N-(2- dimethylamino- ethyl)-3-[6-(3- phenoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 19.18297 4.85 828_0176_4032 embedded image 3-(6- cyclopropyl- imidazo[1,2- b]pyridazin-3- yl)phenol 1.88565 2.83 828_0284_7494 embedded image 4-[6-(3- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.28065 3.93 828_0314_0313 embedded image 6-[(4- fluorophenyl) methyl]-3-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazine 4.41614 2.95 828_0196_6370 embedded image 4-[6-[(4- fluorophenyl) methyl]imidazo [1,2- b]pyridazin-3- yl]benzamide 1.30064 3.18 828_0346_6370 0embedded image N-(2- hydroxyethyl)-3- [3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]benzamide 2.14389 1.87 828_0285_0192 embedded image 3-[3-(4-hydroxy- 3-methoxy- phenyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 0.22316 2.64 828_0314_0347 embedded image 3-(1- methylpyrazol- 4-yl)-6-(m- tolylmethyl) imidazo[1,2- b]pyridazine 1.79534 3.13 828_7468_6291 embedded image 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]-N-(2- hydroxyethyl) benzamide 0.6293 2.20 828_4145_0192 embedded image [4-(6- benzylimidazo[1, 2-b]pyridazin-3- yl)phenyl] methanol 3.22675 3.42 828_0285_6001 embedded image 4-[6-[(4- fluorophenyl) methyl]imidazo [1,2- b]pyridazin-3- yl]-2-methoxy- phenol 2.08974 3.87 828_0314_6370 embedded image 6-[(4- fluorophenyl) methyl]-3-(1- methylpyrazol- 4- yl)imidazo[1,2- b]pyridazine 1.29697 2.76 828_7468_6370 embedded image N-(2- dimethylamino- ethyl)-3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.23882 3.49 828_0176_0339 embedded image 3-[3-(3- chlorophenyl) imidazo[1,2- b]pyridazin-6- hydroxyethyl) benzamide 30 3.24 828_0279_0192 embedded image 3-[6-(m- tolylmethyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.16636 3.55 828_0347_6291 00embedded image 1-[3-(6- benzylimidazo[1, 2-b]pyridazin-3- yl)phenyl] ethanone 3.9717 3.74 828_4145_6001 01embedded image 5-(6- benzylimidazo[1, 2-b]pyridazin-3- yl)pyridin-2- amine 3.63637 2.73 828_7905_6001 02embedded image N-(2- dimethylamino- ethyl)-3-[6-(3- furyl)imidazo[1, 2-b]pyridazin-3- yl]benzamide 3.88391 2.49 828_0176_0343 03embedded image 3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-N-methyl- benzamide 14.94149 2.56 828_0285_7965 04embedded image 4-[4-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] morpholine 1.38698 3.86 932_2105_0001 05embedded image 4-(3-chloro-4- fluoro-phenyl)- 3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridine 1.28108 4.72 932_2105_0164 06embedded image 3-(2- methoxyphenyl)- 4-(6-methoxy- 3-pyridyl)-1H- pyrazolo[3,4- b]pyridine 2.93037 3.19 932_2105_0311 07embedded image 3-(2- methoxyphenyl)- 4-(2- methoxy- pyrimidin- 5-yl)-1H- pyrazolo[3,4- b]pyridine 6.43118 2.57 932_2105_7628 08embedded image 4-[3-(3- fluorophenyl)- 1H- pyrazolo[3,4- b]pyridin-4-yl]- N,N-dimethyl- benzamide 3.86464 3.57 932_5640_7464 09embedded image N,N-dimethyl-4- [3-(3-thienyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 11.19371 3.20 932_2055_7464 0embedded image N-[4-(3- cyclopropyl-1H- pyrazolo[3,4- b]pyridin-4- yl)phenyl] acetamide 8.88989 2.24 932_2070_0722 embedded image 3-[3-(4-pyridyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]aniline 18.00668 2.08 932_5650_0005 embedded image [4-[3-(3- fluorophenyl)- 1H- pyrazolo[3,4- b]9pyridin-4- yl]phenyl] methanol 3.87681 3.50 932_5640_0285 embedded image 3-(2- methoxyphenyl)- 4-(3-thienyl)- 1H- pyrazolo[3,4- b]pyridine 2.66842 3.75 932_2105_0074 embedded image N-[4-[3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] acetamide 2.02053 2.89 932_4516_0722 embedded image 3-(2- methoxyphenyl)- 4-[(E)-styryl]- 1H- pyrazolo[3,4- b]pyridine 1.12832 4.66 932_2105_0170 embedded image 4-(3- fluorophenyl)-3- (2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridine 1.35112 4.11 932_2105_0313 embedded image 4-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 1.47616 2.82 932_2105_0346 embedded image [4-(3-phenyl-1H- pyrazolo[3,4- b]pyridin-4- yl)phenyl] methanol 7.10693 3.36 932_2047_0285 embedded image 3-phenyl-4-(1H- pyrazol-4-yl)- 1H- pyrazolo[3,4- b]pyridine 0.8524 2.43 932_2047_7467 0embedded image 4-(4- isopropyl- phenyl)- 3-(3,4,5- trimethophen- yl)-1H- pyrazolo[3,4- b]pyridine 20.88874 4.90 932_4516_0283 embedded image 4-(3- chlorophenyl)-3- cyclopropyl-1H- pyrazolo[3,4- b]pyridine 30 3.61 932_2070_0279 embedded image N-(2- dimethylamino- ethyl)-3-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 4.85182 3.06 932_2105_0176 embedded image [3-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 1.66776 3.20 932_2105_0291 embedded image 4-[3-(3- fluorophenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 2.04666 3.12 932_5640_0346 embedded image 4-[3-(4- chlorophenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 5.71214 3.58 932_5666_0346 embedded image 3-[3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 5.02812 3.35 932_4516_0284 embedded image 1-[3-[3-(4- piperidyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] ethanone 19.65771 1.89 932_2802_4145 embedded image N-[4-[3-(3- thienyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] acetamide 4.86579 3.14 932_2055_0722 embedded image 2-methoxy-4-[3- (4-piperidyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 11.88451 1.87 932_2802_0314 0embedded image N-[3-[3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl]meth- anesulfonamide 12.76436 2.03 932_4516_6488 embedded image 4-(3-furyl)-3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridine 4.89672 3.11 932_2105_0343 embedded image 3-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 6.24902 3.45 932_5654_0284 embedded image 4-(3-furyl)-3-(3- pyridyl)-1H- pyrazolo[3,4- b]pyridine 14.29835 2.05 932_2094_0343 embedded image [4-[3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 5.38048 2.89 932_4516_0285 embedded image 4-(3- methoxyphenyl)- 3-(4-piperidyl)- 1H- pyrazolo[3,4- b]pyridine 17.59629 2.17 932_2802_4140 embedded image 4-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]benzonitrile 1.58329 3.82 932_2105_0086 embedded image N,N-dimethyl-4- [3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 11.14532 2.95 932_4516_7464 embedded image [4-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 4.64328 2.98 932_5654_0285 embedded image 4-(5-fluoro-2- methoxy- phenyl)-3-(4- piperidyl)-1H- pyrazolo[3,4- b]pyridine 11.69312 2.31 932_2802_8363 0embedded image 4-(4- methylsulfonyl- phenyl)-3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridine 11.16027 2.49 932_4516_0174 embedded image [4-[3-(3- chlorophenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 6.49611 3.96 932_2049_0285 embedded image [3-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 3.09057 2.98 932_5654_0291 embedded image 4-(3-furyl)-3- phenyl-1H- pyrazolo[3,4- b]pyridine 8.62504 3.27 932_2047_0343 embedded image 4-(6-methoxy-3- pyridyl)-3- (3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridine 16.92312 2.87 932_4516_0311 embedded image 3-cyclopropyl-4- (2-furyl)-1H- pyrazolo[3,4- b]pyridine 12.61441 2.06 932_2070_0142 embedded image 4-(2-furyl)-3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridine 2.27665 3.03 932_2105_0142 embedded image [4-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 1.10049 3.20 932_2105_0285 embedded image 1-[3-[3-(2- methoxyphenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] ethanone 6.60309 3.53 932_2105_4145 embedded image 4-(3-furyl)-3-(4- pyridyl)-1H- pyrazolo[3,4- b]pyridine 20.24336 2.05 932_5650_0343 0embedded image 3-[3-(3- fluorophenyl)- 1H- pyrazolo[3,4- b]pyridin-4- yl]aniline 15.07442 3.44 932_5640_0005 embedded image 3-(3-phenyl-1H- pyrazolo[3,4- b]pyridin-4- yl)benzamide 11.71738 2.98 932_2047_0347 embedded image 3-[3-(3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]aniline 14.80741 2.82 932_4516_0005 embedded image 4-(3- fluorophenyl)-3- (3,4,5- trimethoxyphen- yl)-1H- pyrazolo[3,4- b]pyridine 5.22838 3.80 932_4516_0313 embedded image (E)-3-[3-[5-(3- pyridylmethyl- amino)pyrazolo [1,5- a]pyrimidin-3- yl]phenyl]prop- 2-enoic acid 2.27421 3.04 294_4003_0289 embedded image 3-[6-amino-5- (3,4,5- trimethoxyphen- yl)-3- pyridyl] benzamide 0.44196 2.19 382_0087_0347 embedded image 1-[5-[6-amino-5- [3- (dimethylamino) phenyl]-3- pyridyl]-2- thienyl] ethanone 3.41528 3.39 382_0135_0066 embedded image (Z)-5-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]pent-4- en-1-ol 31.48029 1.22 437_0299 embedded image 2-methoxy-4-[2- (tetrahydropyran- 4- ylmethylamino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl] phenol 2.16407 2.47 699_0243_0314 embedded image N-[3-[8- acetamido-3- (3,4- dimethoxyphen- yl)imidazo[1,2- a]pyridin-6- yl]phenyl] acetamide 1.59766 2.13 802_0079_0081 0embedded image N-[3-(3- acetylphenyl)-6- (3- methoxyphenyl) imidazo[1,2- a]pyridin-8- yl]acetamide 3.05101 2.61 802_4145_4140 embedded image 5-(5-methoxy-3- pyridyl)-N-(4- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 0.93173 1.64 699_0237_0196 embedded image 4-[[5-(3-chloro- 4-fluoro- phenyl)imidazo [2,1- b][1,3,4]thia- diazol-2- yl]amino] cyclohexanol 4.05722 3.67 699_0240_0164 embedded image 4-[2-[[5-(3,4- dimethoxyphen- yl)imidazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]ethyl] benzene- sulfonamide 5.11606 2.81 699_6182_0079 embedded image N-[3-(3- acetylphenyl)-6- (2,4- dimethoxyphen- yl)imidazo[1,2- a]pyridin-8- yl]acetamide 2.50187 2.45 802_4145_4141 embedded image 5-(3,4- dimethoxyphen- yl)-N-[2-(4- pyridyl)ethyl] imidazo[2,1- b][1,3,4]thia- diazol-2-amine 3.1387 2.99 699_0039_0079 embedded image 5-(4-pyridyl)-N- (4- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.64747 1.80 699_0237_0069 embedded image 5-(6-methoxy-3- pyridyl)-N-[2-(4- pyridyl)ethyl] imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.03015 2.52 699_0039_0311 embedded image 4-[2-[[5-(3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2- yl]amino]ethyl] benzene- sulfonamide 1.87926 1.91 699_6182_0071 embedded image 5-(4- morpholinophen- yl)-N-(2- thienylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 3.82253 4.03 699_0146_0001 0embedded image [4-[2-[(4- methoxyphenyl) methylamino] imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl] methanol 2.8094 3.31 699_0244_0285 embedded image 5-(4- chlorophenyl)- N-(3- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 3.65935 3.62 699_4003_0160 embedded image N-[3-[2-[2-(4- pyridyl)ethyl- amino] imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl] acetamide 1.31627 2.54 699_0039_0081 embedded image N,N-dimethyl-3- [2-[2-(4- pyridyl)ethyl- amino] imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 0.72142 2.60 699_0039_0349 embedded image 2-methoxy-4-[2- [(4- methoxyphenyl) methylamino] imidazo[2,1- b][1,3,4]thia- diazol-5-yl] phenol 1.77761 3.61 699_0244_0314 embedded image 5-(6-methoxy-3- pyridyl)-N-(3- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.93804 2.23 699_4003_0311 embedded image 5-(3-chloro-4- fluoro-phenyl)- N-(2- morpholino- ethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 4.81646 3.05 699_0252_0164 embedded image 5-(4-pyridyl)-N- [2-(4- pyridyl)ethyl] imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.42663 2.08 699_0039_0069 embedded image 4-[[5-(6- methoxy-3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2- yl]amino] cyclohexanol 1.61261 2.14 699_0240_0311 embedded image 1-[5-[2-(2- morpholinoethyl- amino)imidazo [2,1- b][1,3,4]thia- diazol-5-yl]-2- thienyl] ethanone 3 1.77 699_0252_0066 0embedded image N-[3-(3- acetylphenyl)-6- (2- methoxyphenyl) imidazo[1,2- a]pyridin-8- yl]acetamide 1.58352 2.61 802_4145_0083 embedded image N-[3-(3-chloro- 4-fluoro- phenyl)-6-[3- (methanesulfon- amido)phenyl] imidazo[1,2- a]pyridin-8- yl]formamide 2.85911 2.28 788_0164_6488 embedded image 5-(4-pyridyl)-N- (2- thienylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 3.61591 2.93 699_0146_0069 embedded image N-[3-[2- (cyclohexyl- amino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl]meth- anesulfonamide 4.33348 2.68 699_0052_6488 embedded image 3-[2- (isobutylamino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 1.13221 2.60 699_0149_0347 embedded image 3-[2- (cyclopropyl- methyl- amino)imidazo [2,1- b][1,3,4]thia- diazol-5- yl]benzamide 1.94081 2.14 699_4051_0347 embedded image 4-[[5-(3- fluorophenyl) imidazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]cyclo- hexanol 2.92063 3.06 699_0240_0313 embedded image 4-[[5-(3,4- dimethoxyphen- yl)imidazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]cyclo- hexanol 0.48307 2.60 699_0240_0079 embedded image 5-(3-pyridyl)-N- (2- thienylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 1.94173 2.93 699_0146_0071 embedded image 5-(3,4- dimethoxyphen- yl)-N-(4- pyridylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.1285 2.70 699_0237_0079 0embedded image N-[6-(4- aminophenyl)-3- (4- fluorophenyl) imidazo[1,2- a]pyridin-8- yl]acetamide 5.25032 2.53 802_0339_7917 embedded image N-[3-(4- fluorophenyl)-6- (1- methylpyrazol- 4- yl)imidazo[1,2- a]pyridin-8- yl]formamide 8.08703 1.73 788_0339_8400 embedded image 2-amino-1-(3- methoxyphenyl) pyrrolo[3,2- b]quinoxaline-3- carboxamide 1.18486 2.64 DT2012- 0375412 embedded image N-cyclohexyl-5- (3- fluorophenyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 4.07753 4.45 699_0052_0313 embedded image N-(2- furylmethyl)-5- (3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 3.16405 2.07 699_0144_0071 embedded image N-(2- furylmethyl)-5- (1- methylpyrazol- 4- yl)imidazo[2,1- b][1,3,4]thia- diazol-2-amine 5.63578 1.72 699_0144_7468 embedded image 5-(5-methoxy-3- pyridyl)-N-(2- thienylmethyl) imidazo[2,1- b][1,3,4]thia- diazol-2-amine 0.72859 2.77 699_0146_0196 embedded image 5-(3,4- dimethoxyphen- yl)-N-isobutyl- imidazo[2,1- b][1,3,4]thia- diazol-2-amine 2.74508 3.44 699_0149_0079 embedded image 1-[3-[2- (isobutylamino) imidazo[2,1- b][1,3,4]thia- diazol-5- yl]phenyl] ethanone 15.11833 3.31 699_0149_4145 embedded image N-benzyl-5-(3- pyridyl)imidazo 2,1- b][1,3,4]thia- diazol-2-amine 0.8393 3.01 699_0232_0071 00embedded image N-benzyl-5-(5- methoxy-3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 0.34323 2.86 699_0232_0196 01embedded image 5-(3-pyridyl)-N- (tetrahydropyran- 4- ylmethyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 4.84876 1.71 699_0243_0071 02embedded image 5-(5-methoxy-3- pyridyl)-N- (tetrahydropyran- 4- ylmethyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 0.38423 1.55 699_0243_0196 03embedded image N-[(4- methoxyphenyl) methyl]-5-(5- methoxy-3- pyridyl)imidazo [2,1 b][1,3,4]thia- diazol-2-amine 9.65333 2.70 699_0244_0196 04embedded image N-(o- tolylmethyl)-5- (3- pyridyl)imidazo [2,1- b][1,3,4]thia- diazol-2-amine 1.07729 3.53 699_8074_0071 05embedded image 1-methyl-N- (4- methylpiperazin- 1-yl)phenyl]-2- [3- (trifluoro- methyl) phenyl]pyrrolo [3, 2-c]pyridin-6- amine 30 5.51 809_2669_5837_ 0091 06embedded image 1-methyl-N- pyrimidin-4-yl-2- [3- (trifluoro- methyl) phenyl]pyrrolo [3, 2-c]pyridin-6- amine 16.77669 4.23 809_2669_5837_ 6410 07embedded image 2-(3- fluorophenyl)-1- methyl-N-[4-(4- methylpiperazin- 1- yl)phenyl] pyrrolo [3,2-c]pyridin- 6-amine 12.86554 4.78 809_2670_5837_ 0091 08embedded image 2-(3- fluorophenyl)-1- methyl-N- pyrimidin-4-yl- pyrrolo[3,2- c]pyridin-6- amine 9.08728 3.49 809_2670_5837_ 6410 09embedded image 5-amino-4-(1H- benzimidazol-2- yl)-1-(1,3- benzodioxol-5- yl)-2H-pyrrol-3- one 4.06818 2.64 DT2009- 0160159 0embedded image N,N-dimethyl-4- [4-[4-(4- methylpiperazin- 1-yl)anilino]- 1H-pyrrolo[3,2- c]pyridin-2- yl]benzamide 7.04339 3.71 838_2671_0263_ 0091 embedded image 4-[2-(3,5- dimethoxyphen- yl)-1H- pyrrolo[3,2- c]pyridin-4- yl]morpholine 30 2.59 838_2728_0263_ 4009 embedded image N-[4-[[2-(2- methoxyphenyl)- 1H-pyrrolo[3,2- c]pyridin-4- yl]amino] phenyl] acetamide 30 3.54 838_2729_0263_ 0023 embedded image 2-(2- methoxyphenyl)- 1-methyl-N-[3- (trifluoro- methyl) phenyl]pyrrolo [3, 2-c]pyridin-4- amine 30 5.40 838_2729_5837_ 0235 embedded image 8-(2,5- dimethoxyphen- yl)-7-(4- fluorophenyl)-1- methyl-3H- imidazo[1,2- g]purine-2,4- dione [Also listed as: 6-(2,5- dimethoxyphen- yl)-7-(4- fluorophenyl)- 4-methyl- purino[7,8- a]imidazole- 1,3-dione: 18.44433 2.44 DT2012- 0296118 embedded image methyl 2-amino- 1-(3- hydroxphenyl) pyrrolo[3,2- b]quinoxaline-3- carboxylate 2.25787 3.64 DT2012- 0351552

(13) TABLE-US-00004 TABLE 4 Secondary screen- initial candidate compounds re-synthesized and expanded. logP Compound ID. IC50 FYN (con- (prior ID Structure IUPAC name (μM) sensus) No. if any) embedded image 5-phenyl-3- (3,4,5- trimethoxy- phenyl)pyridin- 2-amine 1.306193248 3.34 BF000312489 (382_0087_0061) embedded image 5-[4-(4- methylpiper- azin-1- yl)phenyl]- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.232041699 3.30 BF000312520 (382_0087_0218) embedded image 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]phe- nol 0.52870963 3.04 BF000312527 (382_0087_0284) embedded image 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]benz- amide 0.4942965 2.19 BF000312539 (382_0087_0347) 0embedded image 4-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]benz- amide 0.4578952 2.19 BF000312540 (382_0087_0346) embedded image 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-N- (2- hydroxyethyl) benzamide 1.001189887 1.73 BF000312542 (382_0087_0192) embedded image 5-(4- methylsulfo- nylphenyl)- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.674160478 2.18 BF000312544 embedded image N-[3-[6- amino-5- (3,4,5- trimethoxy- phenyl)-3- pyridyl]phe- nyl]methane- sulfonamide 0.561599306 1.72 BF000312545 (382_0087_6488) embedded image 4-[2-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]phe- nol 0.2885 3.04 BF000313556 (382_7249_0087) embedded image 4-[6-amino- 5-(4- hydroxyphe- nyl)-3- pyridyl]benz- amide 1.085653826 2.36 BF000313559 embedded image N-[3-[6- amino-5-(4- hydroxy- phenyl)-3- pyridyl]phe- nyl]acetamide 0.898083782 2.75 BF000313562 (382_7249_0081) embedded image 4-[2-amino- 5-(4- methylsulfo- nylphenyl)- 3- pyridyl]phe- nol 1.551309576 2.35 BF000313563 (382_7249_0174) embedded image N-[3- (dimethyl- amino)propyl]- 4-[3-(4- hydroxyphe- nyl)imidazo [1,2- a]pyrazin-6- yl]benzamide 0.705417706 1.99 BF000333874 embedded image 4-[6-[4-(4- methylpiper- azin-1- yl)phenyl]imi- dazo[1,2- a]pyrazin-3- yl]phenol 0.464568962 2.79 BF000333878 (388_0080_0218) 0embedded image N-[2- (dimethyl- amino)ethyl]- 4-[3-(4- hydroxyphe- nyl)imidazo[1,2- a]pyrazin-6- yl]benzamide 0.486180008 1.93 BF000333881 embedded image N-(2- hydroxyethyl)- 4-[3-(4- hydroxyphe- nyl)imidazo[1,2- a]pyrazin-6- yl]benzamide 0.739736615 1.22 BF000333882 (388_0080_0328) embedded image N-[3- (dimethyl- amino)propyl]- 4-[3-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- a]pyrazin-6- yl]benzamide 0.647432877 1.83 BF000334019 (388_0314_0180) embedded image N-(2- hydroxyeth- yl)-3-[3-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- a]pyrazin-6- yl]benzamide 1.275657607 1.07 BF000334020 (388_0314_0192) embedded image 4-[2-amino- 5-[4-(4- methylpiper- azin-1- yl)phenyl]- 3- pyridyl]phe- nol 0.520622627 3.47 BF000710044 embedded image 3-[2- (cyclopropyl- methylamino) imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.884088514 2.59 BF000714798 (699_4051_0349) embedded image 5-(5- methoxy-3- pyridyl)-N- (2- thienylmeth- yl)imidazo[2,1- b][1,3,4]thia- diazol-2- amine 0.437195357 2.77 BF000714968 (699_0146_0196) embedded image 4-[[5-(3,4- dimethoxy- phenyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]cy- clohexanol 0.439583985 2.60 BF000717406 (699_0240_0079) embedded image 3-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 0.288412517 2.22 BF000717418 (699_0240_0349) embedded image 4-[[5-(4- methoxy-3- pyridyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- yl]amino]cy- clohexanol 0.300821259 1.54 BF000802724 0embedded image 2-methoxy- 4-[6- (propylamino) imidazo[1,2- b]pyridazin- 3-yl]phenol 0.081593995 2.71 BF000147080 embedded image 3-(4- pyridyl)-N- (2- thienylmeth- yl)imidazo[1,2- b]pyridazin- 6-amine 0.104821372 2.71 BF000145941 embedded image 2-methoxy- 4-[6- (tetrahydro- pyran-4- ylamino)imi- dazo[1,2- b]pyridazin- 3-yl]phenol 0.112523997 1.79 BF000147168 embedded image 4-[2-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-2- methoxy- phenol 0.115507056 2.88 BF000313035 (382_0314.sub.−0087) embedded image 4-[2-amino- 5-[4-(4- methylpiper- azin-1- yl)phenyl]- 3-pyridyl]-2- methoxy- phenol 0.121074357 3.31 BF000313028 embedded image 2-methoxy- 4-[6-(2- thienylmeth- ylamino)imi- dazo[1,2- b]pyridazin- 3-yl]phenol 0.166284575 3.46 BF000145954 embedded image N-[3-[6-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- b]pyridazin- 3-yl]phe- nyl]acetamide 0.166802816 3.03 BF000726183 (828_0081_0314) embedded image 4-[6-(3- hydroxypro- pylamino)imi- dazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.205976791 1.20 BF000146250 (229_0248_0314) embedded image 4-[6-amino- 5-(4- hydroxy-3- methoxy- phenyl)-3- pyridyl]benz- amide 0.214088697 2.20 BF000313038 embedded image N-propyl-3- (4- pyridyl)imi- dazo[1,2- b]pyridazin- 6-amine 0.217345163 1.95 BF000147056 0embedded image N-[2- (dimethyl- amino)ethyl]- 4-[3-(4- phenoxyphe- nyl)imidazo[1,2- a]pyrazin-6- yl]benzamide 0.22160528 3.74 BF000334031 embedded image 2-methoxy- 4-[6-(2- pyridylmeth- ylamino)imi- dazo[1,2- b]pyridazin- 3-yl]phenol 0.233047949 2.41 BF000817095 embedded image N-[3- (dimethyl- amino)propyl]- 4-[3-(4- phenoxyphe- nyl)imidazo[1,2- a]pyrazin-6- yl]benzamide 0.247391087 3.80 BF000816927 embedded image 3-(4- pyridyl)-N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 0.270083246 1.03 BF000817099 embedded image 3-(3,4- dimethoxy- phenyl)-N- propyl- imidazo[1,2- b]pyridazin- 6-amine 0.285138703 2.85 BF000147061 (229_0226_0079) embedded image N-(1,3- benzodioxol- 5- ylmethyl)-3- (4- pyridyl)imi- dazo[1,2- b]pyridazin- 6-amine 0.297126173 2.42 BF000146108 (229_0236_0069) embedded image N-[3-[6-(3,4- dimethoxy- phenyl)imida- zo[1,2- b]pyridazin- 3- yl]phenyl]acet- amide 0.313364743 3.18 BF000726345 (828_0081_0079) embedded image 4-[2-amino- 5-(4- methylsulfo- nylphenyl)- 3-pyridyl]-2- methoxy- phenol 0.315744691 2.19 BF000313040 (382_0314_0174) embedded image N-[2- (dimethyl- amino)ethyl]- 4-[3-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- a]pyrazin-6- yl]benzamide 0.336758519 1.77 BF000334023 embedded image 3-(1,3- benzodioxol- 5-yl)-N-(2- pyridylmeth- yl)imidazo[1,2- b]pyridazin- 6-amine 0.354989794 2.50 BF000146330 (229_4007_0068) 0embedded image 4-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-N- cyclopropyl- benzamide 0.376810127 2.88 BF000312541 (382_0087_7489) embedded image N-[3-[6- (tetrahydro- pyran-4- ylamino)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]acet- amide 0.396885185 1.49 BF000146155 (229_0242_0081) embedded image 1-[3-[6- (propylamino) imidazo[1,2- b]pyridazin- 3- yl]phenyl]eth- anone 0.405532058 2.72 BF000147088 (229_0226_4145) embedded image 4-[6-[[(1S)- 1- (hydroxy- methyl)-2- methyl- propyl]amino] imidazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.44318569 2.44 BF000146319 embedded image 1-[3-[6-(2- thienylmeth- ylamino)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]eth- anone 0.450916544 3.48 BF000145962 (229_0146_4145) embedded image N-(2- hydroxyeth- yl)-4-[3-(4- phenoxy- phenyl)imi- dazo[1,2- a]pyrazin-6- yl]benzamide 0.463504693 3.03 BF000334032 (388_1029_0328) embedded image 3-(3,4- dimethoxy- phenyl)-N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 0.479948935 1.93 BF000146153 (229_0242_0079) embedded image 3-(3,4- dimethoxy- phenyl)-N-(2- pyridylmeth- yl)imidazo[1,2- b]pyridazin- 6-amine 0.494462769 2.56 BF000147233 embedded image N- tetrahydro- pyran-4-yl-3- (3,4,5- trimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6-amine 0.503383229 1.78 BF000147394 (229_0242_0087) embedded image 3-[[3-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 6- yl]amino]pro- pan-1-ol 0.538085737 0.44 BF000722253 0embedded image 3-[6- (propylamino) imidazo[1,2- b]pyridazin- 3-yl]phenol 0.59230731 2.86 BF000147075 (229_0226_0284) embedded image 2-methoxy- 4-[6-(1- methyl- pyrazol-4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 0.624331939 1.11 BF000333452 (388_0314_8400) embedded image (2S)-3- methyl-2- [[3-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 6- yl]amino]bu- tan-1-ol 0.630941398 1.68 BF000817097 embedded image 1-[3-[6-(3- hydroxypro- pylamino)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]eth- anone 0.64498853 1.21 BF000817098 embedded image 3-[[3-(1,3- benzodioxol- 5- yl)imidazo[1,2- b]pyridazin- 6- yl]amino]pro- pan-1-ol 0.707789559 1.28 BF000146218 (229_0248_0068) embedded image 5-[6-[3- (dimethyl- amino)pro- poxy]- 3-pyridyl]- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.709144298 2.64 BF000312521 (382_0087_0002) embedded image 3-(3,4- dimethoxy- phenyl)-N-(2- thienylmeth- yl)imidazo[1,2- b]pyridazin- 6-amine 0.721406376 3.61 BF000146992 embedded image 3-[[3-(3,4- dimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6- yl]amino]pro- pan-1-ol 0.72516936 1.34 BF000146224 embedded image N-[3-[6-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]acet- amide 0.740677454 2.27 BF000817142 embedded image (2S)-2-[[3- (3,4- dimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6-yl]amino]- 3-methyl- butan-1-ol 0.742215008 2.59 BF000147413 (229_0254_0079) 0embedded image N-[3-[6- [[(1S)-1- (hydroxy- methyl)-2- methyl- propyl]amino] imidazo[1,2- b]pyridazin- 3- yl]phenyl]acet- amide 0.791967537 2.14 BF000146300 (229_0254_0081) embedded image 3-(3- methoxy- phenyl)-N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 0.828721524 2.09 BF000146183 (229_0242_4140) embedded image 3-[3-(4- hydroxy- phenyl)imi- dazo[1,2- a]pyrazin-6- yl]-N,N- dimethyl- benzamide 0.870676961 2.14 BF000333343 (388_0080_0349) embedded image 4-[6-(1,3- benzodioxol- 5- ylmethyl- amino)imi- dazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 1.308570599 3.17 BF000146126 embedded image 3-(3- aminophenyl)- N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 1.423322773 1.42 BF000146142 (229_0242_0005) embedded image 1-[3-[6-(1,3- benzodioxol- 5- ylmethyl- amino)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]eth- anone 3.189566346 3.19 BF000147140 embedded image N-(1,3- benzodioxol- 5- ylmethyl)-3- (3,4- dimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6-amine 6.216010093 3.32 BF000146114 embedded image 4-[2-amino- 5-(4- piperazin-1- ylphenyl)-3- pyridyl]-2- methoxy- phenol 0.060908784 2.93 BF000707279 embedded image N-benzyl-5- (3- pyridyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- amine 0.633579663 3.01 BF000714845 (699_0232_0071) embedded image 3-[2- (benzyl- amino)imi- dazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- benzamide 1.233285044 3.53 BF000714847 (699_0232_0349) 0embedded image N-benzyl-5- (5-methoxy- 3- pyridyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- amine 0.217465905 2.86 BF000714862 (699_0232_0196) embedded image 5-(5- methoxy-3- pyridyl)-N- (tetrahydro- pyran-4- ylmethyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- amine 0.292588141 1.55 BF000714923 (699_0243_0196) embedded image N-(1,3- benzodioxol- 5- ylmethyl)-5- (5-methoxy- 3- pyridyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- 0.289073347 2.48 BF000714981 (699_0236_0196) amine embedded image N,N- dimethyl-3- [2- (tetrahydro- pyran-4- ylmethyl- amino)imi- dazo[2,1- b][1,3,4]thia- diazol-5- yl]benzamide 1.363919415 2.23 BF000715802 (699_0243_0349) embedded image 3-[2-(1,3- benzodioxol- 5- ylmethyl- amino)imi- dazo[2,1- b][1,3,4]thia- diazol-5-yl]- N,N- dimethyl- 1.925583132 3.15 BF000717214 benzamide embedded image 2-methoxy- 4-[2- (tetrahydro- pyran-4- ylmethyl- amino)imi- dazo[2,1- b][1,3,4]thia- diazol-5- yl]phenol 0.710456332 2.47 BF000717555 (699_0243_0314) embedded image 3-[3-[3- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin- 6-yl]phenol 1.166257347 3.18 BF000726195 (828_0291_0284) embedded image N-[3-[3-(3- acetamido- phenyl)imi- dazo[1,2- b]pyridazin- 6- yl]phenyl]acet- amide 0.647620035 2.73 BF000726346 (828_0081_0081) embedded image 3-[6-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 3-yl]phenol 0.342140497 2.73 BF000726352 (828_0284_0069) embedded image [3-[6-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]meth- anol 0.972914631 2.27 BF000726364 00embedded image [3-[6-(3,4- dimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 3- yl]phenyl]meth- anol 0.892824216 3.17 BF000726366 (828_0291_0079) 01embedded image N-[3-[3-[3- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin- 6- yl]phenyl]acet- amide 1.516622765 2.72 BF000726367 (828_0291_0081) 02embedded image 4-[6-(3,4- dimethoxy- phenyl)imi- dazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.039407867 3.48 BF000726453 (828_0314_0079) 03embedded image N-[3-[3-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6- yl]phenyl]acet- amide 0.103548636 3.03 BF000726454 (828_0314_0081) 04embedded image 1-[3-[6-[3- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin- 3- yl]phenyl]eth- anone 0.290543095 3.04 BF000726471 (828_4145_0291) 05embedded image 4-[6-[4- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.061804045 3.02 BF000726486 828_0314_0285) 06embedded image 4-[6-[3- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.062959987 3.02 BF000726487 (828_0314_0291) 07embedded image 2-methoxy- 4-[6-(4- pyridyl)imi- dazo[1,2- b]pyridazin- 3-yl]phenol 0.079413853 2.57 BF000817169 08embedded image 3-(4- pyridyl)-N- (2- pyridylmeth- yl)imidazo[1,2- b]pyridazin- 6-amine 0.170100794 1.66 BF000817170 09embedded image 3,5- bis(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.08540726 2.87 BF000817175 0embedded image 4-[2-amino- 5-[4-(4- isopropylpiper- azin-1- yl)phenyl]-3- pyridyl]-2- methoxy- phenol 0.078146017 4.08 BF000817185 embedded image 4-[3-(4- hydroxy-3- methoxy- phenyl)imi- dazo[1,2- b]pyridazin- 6-yl]-2- methoxy- phenol 0.02944792 3.33 BF000817186 embedded image [3-[3-[3- (hydroxymeth- yl)phenyl]imi- dazo[1,2- b]pyridazin- 6- yl]phenyl]meth- anol 0.828494158 2.72 BF000817188 embedded image 5-(3,4- dimethoxy- phenyl)-N- (tetrahydro- pyran-4- ylmethyl)imi- dazo[2,1- b][1,3,4]thia- diazol-2- amine 1.026007749 2.61 BF000817208 embedded image N-[3-[6-[3- (hydroxy- methyl)phe- nyl]imidazo[1,2- b]pyridazin- 3- yl]phenyl]acet- amide 0.435155145 2.72 BF000817329 embedded image 4-[2-amino- 5-(4- morpholino- phenyl)-3- pyridyl]-2- methoxy- phenol 0.212232208 3.24 BF000817413 embedded image 5-[6-amino- 5-[4-(4- methylpiper- azin-1- yl)phenyl]- 3-pyridyl]-2- methoxy- phenol 9.65 3.31 BF000817418