Methods, compositions, and uses of novel Fyn kinase inhibitors

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 method of treating a condition associated with Fyn kinase activity, said method comprising administering a therapeutically effective amount of at least one compound, or pharmaceutically acceptable salt or solvate of the compound to a patient in need thereof, wherein the compound is selected from N-[3-(dimethyl-amino)-propyl]-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-[2-(dimethyl-amino)-ethyl]-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-(2-hydroxy-ethyl)-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[3-(dimethyl-amino)-propyl]-4-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-(2-hydroxy-ethyl)-3-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[2-(dimethyl-amino)ethyl]-4-[3-(4-phenoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-[3-(dimethyl-amino)-propyl]-4-[3-(4-phenoxy-phenyl) imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[2-(dimethyl-amino)ethyl]-4-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-(2-hydroxy-ethyl)-4-[3-(4-phenoxy-phenyl)-imidazo-[1,2-a]-pyrazin-6-yl]benzamide, and 3-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-N,N-dimethyl-benzamide, wherein the condition associated with Fyn kinase activity is selected from Type 1 diabetes, Type II diabetes, pre-diabetes, and obesity.

2. The method of claim 1 wherein the compound described in Table 4 of the description is N-[3-(dimethylamino)propyl]-4-[3-(4-phenoxyphenyl)imidazo[1,2-a]pyrazin-6-yl]benzamide.

3. The method of claim 1 wherein the compound described in Table 4 of the description is N-[2-(dimethylamino)ethyl]-4-[3-(4-phenoxyphenyl)imidazo [1,2-a]pyrazin-6-yl]benzamide.

4. A method of inhibiting the activity of Fyn kinase in a cell or a subject, comprising administering to the cell or subject an effective amount of a compound selected from N-[3-(dimethyl-amino)-propyl]-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-[2-(dimethyl-amino)-ethyl]-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-(2-hydroxy-ethyl)-4-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[3-(dimethyl-amino)-propyl]-4-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-(2-hydroxy-ethyl)-3-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[2-(dimethyl-amino)ethyl]-4-[3-(4-phenoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-benzamide, N-[3-(dimethyl-amino)-propyl]-4-[3-(4-phenoxy-phenyl) imidazo[1,2-a]pyrazin-6-yl]benzamide, N-[2-(dimethyl-amino)ethyl]-4-[3-(4-hydroxy-3-methoxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]benzamide, N-(2-hydroxy-ethyl)-4-[3-(4-phenoxy-phenyl)-imidazo-[1,2-a]-pyrazin-6-yl]benzamide, and 3-[3-(4-hydroxy-phenyl)-imidazo[1,2-a]pyrazin-6-yl]-N,N-dimethyl-benzamide, or a pharmaceutically acceptable salt or solvate thereof.

5. The method of claim 4, wherein the subject has a disease selected from Type I diabetes, Type II diabetes, and obesity.

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 5reaction 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.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-GIo 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 and drugability as measured by LLE (Ligand-lipophilicity efficiency) of greater than 2.5. LLE=(pIC50-c Log P) where pIC50 is the negative log of the observed IC50 and c Log P is a calculated consensus measure of the lipophilicity of the compound. In practice, this means a c Log P of less than 3.5, based on an average IC50 of less than or equal to 1 M, 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 M (Molecular Probes, Invitrogen) according to the manufacturer's instructions. Briefly, cells are resuspended in warm PBS containing 5 M 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 g/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 EM 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 0 5-[R2]-3-[R1]pyridin-2-amine Formula I (SFK40 pharmacore) 6-[R2]-3-[R1]imidazo[1,2-a] pyrazine Formula II (SFK43 pharmacore) 6-[R2]-3-[R1]imidazo[1,2-b] pyridazine Formula III (SFK52 pharmacore) N-(5-[R2]imidazo[2,1- b][1,3,4]thiadiazol-2- yl)[R1]amine Formula IV (SFK49 pharmacore) 4-[R2]-3-[R1]-1H- pyrazolo[3,4-b]pyridine Formula V (SFK63 pharmacore) 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. logP IC50 (con- FYN sen- Structure IUPAC name (M) sus) Compound ID. 1 N-[3-[6-(2-furyl- methylamino) pyrazin-2- yl]phenyl] acetamide 11.18502 1.66 035_0144_0081 2 4-[6-[1- (hydroxymethyl) propylamino] pyrazin-2- yl]phenol 15.34591 1.58 035_0153_0080 3 2-[[6-(5-isopropyl- 2-methoxy- phenyl)pyrazin-2- yl]amino]butan- 1-ol 11.79042 2.97 035_0153_0286 4 6-(3- aminophenyl)-N- benzyl-pyrazin-2- amine 6.67663 2.53 035_0232_0005 0 5 2-[[6-(4- aminophenyl) pyrazin-2- yl]amino]butan- 1-ol 21.05663 1.06 035_0153_0333 6 3-[5-(3-furyl- methylamino)- 3-pyridyl]phenol 10.89609 2.44 081_0284_2069 7 N-[3-[5-(3,4,5- trimethoxyanilino)- 3-pyridyl]phenyl] acetamide 0.3913 2.61 081_0087_0081 8 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 9 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 10 5-[3-(dimethyl- amino)phenyl]- N-(4-morpholino- phenyl) imidazo[1,2- a]pyrazin-8- amine 2.70242 3.14 184_0088_0135 11 N-(2-methoxy- ethyl)-3-(3- thienyl)imidazo [1,2-b]pyridazin- 6-amine 5.2312 2.02 229_0033_0074 12 3-(3,4- dimethoxy- phenyl)-N-(2- methoxyethyl) imidazo[1,2- b]pyridazin-6- amine 1.54534 1.93 229_0033_0079 13 3-(4-fluoro- phenyl)-N-(2- methoxyethyl) imidazo[1,2- b]pyridazin-6- amine 4.00393 2.38 229_0033_0339 14 4-[6-(2- furylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]benzoic acid 3.879 2.73 229_0144_0140 0 15 N-(2-furyl- methyl)-3-(4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 3.67644 2.91 229_0144_0280 16 [4-[6-(2-furyl- methylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.20497 2.30 229_0144_0285 17 [3-[6-(2-furyl- methylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 3.85557 2.30 229_0144_0291 18 1-[3-[6-(2-furyl- methylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.99711 2.63 229_0144_4145 19 [4-[6-(2- thienylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 1.09479 3.16 229_0146_0285 20 3-(4-amino- phenyl)-N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 5.42153 3.10 229_0146_0333 21 3-(4-fluoro- phenyl)-N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 3.28447 4.07 229_0146_0339 22 3-(3- methoxyphenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 2.94644 3.77 229_0146_4140 23 1-[3-[6-(2- thienylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.44073 3.48 229_0146_4145 24 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 0 25 2-[[3-(4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino] butan-1-ol 1.27502 2.38 229_0153_0280 26 2-[[3-[4- (hydroxy- methyl)phenyl] imidazo[1,2- b]pyridazin-6- yl]amino]butan- 1-ol 2.46631 1.77 229_0153_0285 27 2-[[3-(6- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]amino] butan-1-ol 2.36648 1.76 229_0153_0311 28 2-[[3-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino]butan- 1-ol 1.55019 1.76 229_0153_4140 29 [3-[6-[(3- chlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 5.10524 3.85 229_0223_0291 30 3-(4- aminophenyl)- N-[(3- chlorophenyl) methyl]imidazo [1,2-b]pyridazin- 6-amine 3.41043 3.79 229_0223_0333 31 [4-[6-[(4- fluorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.4449 3.39 229_0224_0285 32 N-(1,3- benzodioxol-5- ylmethyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-amine 0.37966 2.42 229_0236_0069 33 4-[6-(1,3- benzodioxol- 5-ylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenol 5.67256 3.33 229_0236_0080 34 3-(benzofuran- 2-yl)-N-(4- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 6.44995 2.87 229_0237_0073 0 35 3-(3- aminophenyl)- N-tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin-6- amine 0.74599 1.42 229_0242_0005 36 3-(3,4- dimethoxy- phenyl)-N-tetra- hydropyran-4- yl-imidazo[1,2- b]pyridazin-6- amine 0.54713 1.93 229_0242_0079 37 N-[3-[6- (tetrahydro- pyran-4- ylamino) imidazo[1,2- b]pyridazin- 3-yl]phenyl] acetamide 0.58811 1.49 229_0242_0081 38 N- tetrahydropyran- 4-yl-3-(3,4,5- trimethoxy- phenyl) imidazo[1,2- b]pyridazin-6- amine 0.61737 1.78 229_0242_0087 39 3-(1H-indol- 5-yl)-N- tetrahydropyran- 4-yl-imidazo[1,2- b]pyridazin-6- amine 1.16563 2.35 229_0242_0204 40 3-(3-methoxy- phenyl)-N- tetrahydro- pyran-4- yl-imidazo[l,2- b]pyridazin-6- amine 0.87042 2.09 229_0242_4140 41 2-methoxy- 4-[6-[(4- methoxyphenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]phenol 4.01326 3.39 229_0244_0314 42 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 43 3-[[3-(1H- indol-5- yl)imidazo[1,2- b]pyridazin-6- yl]amino] propan-1-ol 2.71742 1.76 229_0248_0204 44 3-[[3-[3- (trifluoro- methyl)phenyl] imidazo[1,2- b]pyridazin-6- yl]amino] propan-1-ol 3.41334 2.54 229_0248_0312 0 45 4-[6-(3- hydroxy- propylamino) imidazo[1,2- b]pyridazin- 3-yl]- 2-methoxy- phenol 0.32856 1.20 229_0248_0314 46 3-[[3-(4- phenoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino] propan-1-ol 5.54336 3.16 229_0248_1029 47 (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 48 (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 49 (2S)-2-[[3-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]amino]-3- methyl-butan- 1-ol 0.7782 2.59 229_0254_0079 50 N-[3-[6-[[(1S)-1- (hydroxymethyl)- 2-methyl- propyl]amino] imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.80076 2.14 229_0254_0081 51 4-[6-[[(1S)-1- (hydroxymethyl)- 2-methyl- propyl]amino] imidazo[1,2- b]pyridazin-3- yl]benzonitrile 3.17911 2.76 229_0254_0086 52 (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 53 3-(1,3- benzodioxol-5- yl)-N-(2- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 0.79705 2.50 229_4007_0068 54 N-(cyclopropyl- methyl)-3-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 3.29534 2.91 229_4051_4140 0 55 3-[5-[(6- methoxy-3- pyridyl)amino] pyrazolo[1,5- a]pyrimidin-3- yl]phenol 3.39371 3.25 294_0042_0284 56 3-(3- methoxyphenyl)- N-(6-methoxy-3- pyridyl)pyrazolo [1,5- a]pyrimidin- 5-amine 5.3146 3.40 294_0042_4140 57 1-[3-[5-[(6- methoxy-3- pyridyl)amino] pyrazolo[1,5- a]pyrimidin-3- yl]phenyl] ethanone 1.63557 3.11 294_0042_4145 58 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 59 3-(3,4- dimethoxy- phenyl)-N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 1.63605 2.56 294_4003_0079 60 N-(3- pyridylmethyl)- 3-(3,4,5- trimethoxy- phenyl) pyrazolo[1,5- a]pyrimidin-5- amine 2.35332 2.40 294_4003_0087 61 N-(4- isopropylphenyl)- 3-(4- methoxyphenyl) pyrazolo[1,5- a]pyrimidin-5- amine 4.17999 5.42 294_6937_0280 62 N-(2- furylmethyl)-3- phenyl- imidazo[1,2- b]pyridazin-6- amine 6.37501 3.07 229_0144_0061 63 N-(2- furylmethyl)-3- (3,4,5- trimethoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 4.89592 2.60 229_0144_0086 64 3-(3- aminophenyl)- N-(2- thienyimethyl) imidazo[1,2- b]pyridazin-6- amine 1.79421 3.10 229_0146_0005 0 65 N-(2- thienylmethyl)- 3-(3,4,5- trimethoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 3.10009 3.45 229_0146_0087 66 3-(4- methoxyphenyl)- N-(2- thienylmethyl) imidazo[1,2- b]pyridazin-6- amine 5.3884 3.77 229_0146_0280 67 3-[6-(2- thienylmethyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenol 1.70365 3.62 229_0146_0284 68 2-[[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]amino] butan-1-ol 3.96823 2.31 229_0153_4147 69 N-[(3- chlorophenyl) methyl]-3-(4- methoxyphenyl) imidazo[1,2- b]pyridazin-6- amine 10.74649 4.46 229_0223_0280 70 N-[(3- chlorophenyl) methyl]-3-(6- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 6-amine 8.33916 3.84 229_0223_0311 71 4-[6-[(3- chlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 3.51753 4.15 229_0223_0314 72 3-(3- aminophenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 0.93247 2.34 229_0226_0005 73 3-(1,3- benzodioxol-5- yl)-N-propyl- imidazo[1,2- b]pyridazin-6- amine 2.05098 2.79 229_0226_0068 74 N-propyl-3-(3- thienyl)imidazo [1,2-b]pyridazin- 6-amine 4.03981 2.95 229_0226_0074 0 75 3-(3,4- dimethoxy- phenyl)-N- propyl- imidazo[1,2- b]pyridazin-6- amine 0.51897 2.85 229_0226_0079 76 N-[3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.62919 2.40 229_0226_0081 77 4-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]benzoic acid 9.76838 2.82 229_0226_0140 78 3-(4- methoxyphenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 5.42987 3.01 229_0226_0280 79 3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 0.93003 2.86 229_0226_0284 80 3-(3- methoxyphenyl)- N-propyl- imidazo[1,2- b]pyridazin-6- amine 2.21992 3.01 229_0226_4140 81 1-[3-[6- (propylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.36718 2.72 229_0226_4145 82 4-[6-[(3,4- dichlorophenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]benzoic acid 1.00617 4.88 229_0227_0140 83 3-phenyl-N-(4- pyridylmethyl) imidazo[1,2- b]pyridazin-6- amine 4.05638 2.79 229_0237_0061 84 3-(4- aminophenyl)-N- tetrahydropyran- 4-yl-imidazo[1,2- b]pyridazin-6- amine 3.12587 1.42 229_0242_0333 00 85 4-[6-[(2,4- dimethylphenyl) methylamino] imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 5.30595 4.58 229_4319_0314 01 86 3-(5-methoxy-3- pyridyl)-N-(4- morpholino- phenyl)pyrazolo [1,5-a]pyrimidin- 5-amine 2.24998 2.85 294_0088_0196 02 87 3-(3-amino- phenyl)-N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 2.5122 2.05 294_4003_0005 03 88 3-(2- methoxyphenyl)- N-(3- pyridylmethyl) pyrazolo[1,5- a]pyrimidin-5- amine 1.22114 2.72 294_4003_0083 04 89 N-[3- (dimethylamino) propyl]-3-[6-(4- methoxyphenyl) pyrazin-2- yl]benzamide 9.05883 2.60 035_0280_0302 05 90 2-methoxy-4- [6-(4- methoxyphenyl) pyrazin-2- yl]phenol 5.17907 2.99 035_0280_0314 06 91 N-[3-[6-(4- methoxyphenyl) pyrazin-2- yl]phenyl] acetamide 3.50136 2.68 035_0081_0280 07 92 N-[3-[6-(3- hydroxyphenyl) pyrazin-2- yl]phenyl] acetamide 3.87844 2.54 035_0081_0284 08 93 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 09 94 3-[2-amino-5- (3,4-dimethoxy- phenyl)-3- pyridyl]phenol 2.00489 3.20 382_0284_0079 0 95 3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-N-(2- hydroxyethyl) benzamide 3.57159 2.31 382_0135_0192 96 5-(3- methoxyphenyl)- 3-(3,4,5- trimethoxyphenyl) pyridin-2-amine 9.5028 3.18 382_0087_4140 97 4-[2-amino-5-(4- methylsulfonyl- phenyl)-3-pyridyl]- 2-methoxy- phenol 0.34919 2.19 382_0314_0174 98 4-[2-amino-5-(p- tolyl)-3-pyridyl]- 2-methoxy- phenol 4.3442 3.87 382_0314_4139 99 4-[2-amino-5-(3- chlorophenyl)-3- pyridyl]-2- methoxy-phenol 3.5107 3.96 382_0314_0279 100 4-[2-amino-5-(3- fluorophenyl)-3- pyridyl]-2- methoxy-phenol 2.02739 3.50 382_0314_0313 101 4-(2-amino-5- phenyl-3- pyridyl)-2- methoxy-phenol 1.47705 3.35 382_0314_0061 102 4-[6-amino-5-(4- hydroxy-3- methoxy- phenyl)-3- pyridyl]-2,6- dimethyl-phenol 0.52648 4.08 382_0314_0315 103 4-[2-amino-5-(4- fluorophenyl)-3- pyridyl]-2- methoxy-phenol 3.24026 3.50 382_0314_0339 104 4-[2-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]-2- methoxy-phenol 0.08059 2.88 382_0314_0087 0 105 4-[6-amino-5-[4- (methoxy- methoxy)phenyl]- 3-pyridyl] benzamide 3.42268 2.57 382_0341_0346 106 [3-[6-amino-5-[4- (methoxymethoxy) phenyl]-3- pyridyl]phenyl] methanol 4.62016 2.95 382_0341_0291 107 3-[6-amino-5-[4- (methoxymethoxy) phenyl]-3- pyridyl]benzamide 3.02265 2.57 382_0341_0347 108 N-[3-[6-amino-5- 4-(methoxy- methoxy) phenyl]-3- pyridyl]phenyl] acetamide 1.5493 2.96 382_0341_0081 109 4-[6-amino-5-[4- (hydroxymethyl) phenyl]-3- pyridyl]- 2,6-dimethyl- phenol 4.64395 3.77 382_0285_0315 110 3-[4- (methoxymethoxy) phenyl]-5- (3,4,5- trimethoxy- phenyl)pyridin- 2-amine 1.90467 3.25 382_0341_0087 111 3-[2-amino-5-(4- morpholino- phenyl)-3- pyridyl]phenol 4.64154 3.40 382_0284_0001 112 N-[3-[6-amino- 5-(4- hydroxyphenyl)- 3-pyridyl]phenyl] acetamide 0.83784 2.75 382_7249_0081 113 4-[2-amino-5- (3,4,5- trimethoxy- phenyl)-3- pyridyl]phenol 0.20886 3.04 382_7249_0087 114 4-[2-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]phenol 2.19069 3.62 382_7249_0135 0 115 3-[2-amino-5- (3,4,5- trimethoxy- phenyl)-3- pyridyl]phenol 1.01519 3.04 382_0284_0087 116 4-[2-amino-5-(4- methylsulfonyl- phenyl)-3- pyridyl]phenol 1.25339 2.35 382_7249_0174 117 3-(3- aminophenyl)-5- (3,4,5- trimethoxy- phenyl)pyridin- 2-amine 2.96823 2.51 382_0005_0087 118 4-[2-amino-5-(3- methoxyphenyl)- 3-pyridyl]phenol 3.49074 3.35 382_7249_4140 119 4-[6-amino-5-(4- pyridyl)-3- pyridyl]-2,6- dimethyl-phenol 1.70457 3.32 382_0069_0315 120 5-[6-[3- (dimethylamino) propoxy]-3- pyridyl]-3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.5304 2.64 382_0087_0002 121 5-(3- fluorophenyl)-3- (3,4,5- trimethoxy- phenyl)pyridin- 2-amine 1.5198 3.49 382_0087_0313 122 4-[6-amino-5- (3,4,5- trimethoxyphenyl)- 3-pyridyl]-2,6- dimethyl-phenol 0.71164 4.07 382_0087_0315 123 N-[3-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]phenyl] methane- sulfonamide 0.5248 1.72 382_0087_6488 124 5-phenyl-3- (3,4,5-trimethoxy- phenyl)pyridin- 2-amine 0.8934 3.34 382_0087_0061 0 125 3-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]-N-(2- hydroxyethyl) benzamide 0.48532 1.73 382_0087_0192 126 5-(4- aminophenyl)- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 0.97087 2.51 382_0087_0333 127 4-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]phenol 1.72584 3.04 382_0087_7249 128 5-(4-fluoro- phenyl)-3- (3,4,5-trimethoxy- phenyl)pyridin- 2-amine 2.85921 3.49 382_0087_0339 129 4-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]-N- cyclopropyl- benzamide 0.5072 2.88 382_0087_7489 130 5- (benzothiophen- 2-yl)-3-(3,4,5- trimethoxyphenyl) pyridin-2-amine 2.69043 4.22 382_0087_0076 131 3-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]phenol 0.72322 3.04 382_0087_0284 132 5-(6-methoxy-3- pyridyl)-3-(3,4,5- trimethoxyphenyl) pyridin-2-amine 1.06095 2.56 382_0087_0311 133 5-[3-(dimethyl- amino)phenyl]- 3-(3,4,5- trimethoxyphenyl) pyridin-2-amine 0.59506 3.45 382_0087_0135 134 [3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]phenyl]- (4-methyl- piperazin-1- yl)methanone 4.43871 3.07 382_0135_0200 0 135 4-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-2- methoxy-phenol 2.10895 3.46 382_0135_0314 136 3-[3-(dimethyl- amino)phenyl]- 5-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 3.13462 3.45 382_0135_0087 137 4-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]-2,6- dimethyl-phenol 4.20127 4.65 382_0135_0315 138 3-[3-(dimethyl- amino)phenyl]- 5-(3- pyridyl)pyridin- 2-amine 7.11159 2.71 382_0135_0071 139 [3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl]phenyl] methanol 2.6979 3.16 382_0135_0291 140 3-[3- (dimethylamino) phenyl]-5-[6- [3-(dimethyl- amino) propoxy]-3- pyridyl]pyridin- 2-amine 4.66462 3.22 382_0135_0002 141 3-[6-amino-5-[3- (dimethylamino) phenyl]-3- pyridyl] benzamide 3.52109 2.77 382_0135_0347 142 5-(3,4- dimethoxy- phenyl)-3-[3- (dimethylamino) phenyl]pyridin- 2-amine 5.04712 3.61 382_0135_0079 143 4-[2-amino-5-(3- chloro-4-fluoro- phenyl)-3- pyridyl]-2- methoxy-phenol 11.34048 4.10 382_0314_0164 144 5-(4- methoxyphenyl)- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 2.97729 3.18 382_0087_0280 0 145 4-[2-amino-5-(4- methoxyphenyl)- 3-pyridyl]-2- methoxy-phenol 4.15847 3.20 382_0314_0280 146 5-(3-furyl)-3- (3,4,5-trimethoxy- phenyl)pyridin- 2-amine 12.0965 2.48 382_0087_0343 147 5-(2- phenoxyphenyl)- 3-(3,4,5- trimethoxy- phenyl)pyridin- 2-amine 9.00592 4.84 382_0087_0063 148 4-[6-amino-5- (3,4,5-trimethoxy- phenyl)-3- pyridyl]benzamide 0.40043 2.19 382_0087_0346 149 4-[2-amino-5-(3- methoxyphenyl)- 3-pyridyl]-2- methoxy-phenol 1.19944 3.20 382_0314_4140 150 [4-[2-amino-5- (3,4-dimethoxy- phenyl)-3- pyridyl]phenyl] methanol 5.13242 2.73 382_0285_0079 151 5-[4-(4- methylpiperazin- 1-yl)phenyl]-3- (3,4,5-trimethoxy phenyl)pyridin- 2-amine 0.32234 3.30 382_0087_0218 152 3-(4-fluoro- phenyl)-N-methyl- imidazo[1,2- b]pyridazin-6- amine 3.25909 2.43 437_0339 153 3-(4- methoxyphenyl)- N-methyl- imidazo[1,2- b]pyridazin-6- amine 4.15763 2.13 437_0280 154 2-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]phenol 1.13395 1.98 437_0340 0 155 N-methyl-3-(3- thienyl)imidazo [1,2-b]pyridazin- 6-amine 4.23169 2.07 437_0074 156 3-[6-(methyl- amino) imidazo[1,2- b]pyridazin-3- yl]phenol 2.17588 1.98 437_0284 157 3-(3,4-dimethoxy phenyl)-N- methyl- imidazo[1,2- b]pyridazin-6- amine 1.24313 1.97 437_0079 158 N,N-dimethyl- 3-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.94156 1.59 437_0349 159 N-methyl-3-(1- methylpyrazol-4- yl)imidazo[1,2- b]pyridazin-6- amine 5.63446 0.72 437_7468 160 N-[3-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.75426 1.53 437_0081 161 3-(6-methoxy-3- pyridyl)-N- methyl- imidazo[1,2- b]pyridazin-6- amine 4.46164 1.51 437_0311 162 6-(1H-indol-5-yl)- N-methyl- pyrazin-2-amine 14.94246 1.74 445_0204 163 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 164 6-propyl-N- (3,4,5-trimethoxy- phenyl)-7,8- dihydro-5H- pyrido[4,3- d]pyrimidin-2- amine 14.67829 2.59 582_9377_5632 0 165 [2-[3- (dimethylamino) anilino]-5,7- dihydropyrrolo [3,4-d]pyrimidin- 6-yl]-(2- methoxyphenyl) methanone 10.08397 2.97 585_9372_5053 166 N-(2- hydroxyethyl)-4- [3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.64093 1.22 388_0080_0328 167 3-[3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6-yl]- N,N-dimethyl- benzamide 0.97398 2.14 388_0080_0349 168 4-[6-[4-(4- isopropyl- piperazin-1- yl)phenyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 0.63733 3.57 388_0080_0182 169 4-[6-(1- benzylpyrazol-4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 6.6194 2.99 388_0080_7469 170 4-[3-(2- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenol 6.25235 2.62 388_4147_0080 171 3,6-bis(2- thienyl)imidazo [1,2-a]pyrazine 5.02752 2.70 388_4147_4147 172 N-(2-hydroxy- ethyl)-3-[3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.03081 1.22 388_0080_0192 173 N-cyclopropyl-4- [3-(4- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.95812 2.38 388_0080_7489 174 4-[6-[4-(4- methyl- piperazin-1- yl)phenyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 0.67809 2.79 388_0080_0218 0 175 4-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 1.9327 1.39 388_0080_7905 176 5-[3-(2- thienyl)imidazo [1,2-a]pyrazin-6- yl]pyridin-2- amine 8.16191 1.47 388_4147_7905 177 4-[3-(3- acetylphenyl) imidazo[1,2- a]pyrazin-6-yl]- N-(2-dimethyl- aminoethyl) benzamide 4.07021 1.79 388_4145_0327 178 N-(2- dimethylamino- ethyl)-4-[3-(2- thienyl)imidazo [1,2-a]pyrazin- 6-yl]benzamide 8.52139 2.01 388_4147_0327 179 4-[3-(3,5- dimethoxyphenyl) imidazo[1,2- a]pyrazin-6-yl]- N-[3-(dimethyl- amino)propyl] benzamide 6.69112 1.98 388_7492_0180 180 N-(2- dimethylamino- ethyl)-4-[3-(4- pyridyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 6.90909 1.02 388_0069_0327 181 4-[6-[2- (dimethylamino) phenyl]imidazo [1,2-a]pyrazin-3- yl]-2-methoxy- phenol 1.75434 2.79 388_0314_0006 182 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 183 2-methoxy-4-[6- (3-pyridyl) imidazo[1,2- a]pyrazin-3- yl]phenol 3.06577 1.46 388_0314_0071 184 4-[6-(2- chlorophenyl) imidazo[1,2- a]pyrazin-3-yl]-2- methoxy-phenol 2.53905 3.28 388_0314_4027 00 185 4-[6-(3- ethoxyphenyl) imidazo[1,2- a]pyrazin-3-yl]- 2-methoxy- phenol 1.36347 2.88 388_0314_0205 01 186 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 02 187 4-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]-2-methoxy- phenol 1.41172 1.23 388_0314_7905 03 188 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 04 189 2-methoxy-4-[6- (1-methylpyrazol- 4-yl)imidazo[1,2- a]pyrazin-3- yl]phenol 0.74595 1.11 388_0314_8400 05 190 N-[3-[3-(3,4,5- trimethoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]phenyl] methane- sulfonamide 2.79564 1.04 388_0087_6488 06 191 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 07 192 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 08 193 6-(1- methylpyrazol-4- yl)-3-(3- thienyl)imidazo [1,2-a]pyrazine 6.37648 1.35 388_0074_8400 09 194 6-phenyl-3-(3- thienyl)imidazo [1,2-a]pyrazine 3.94995 2.92 388_0074_0061 0 195 [4-[3-(3- thienyl)imidazo [1,2-a]pyrazin- 6-yl]phenyl] methanol 2.3518 2.16 388_0074_0285 196 4-[3-(4- methoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]phenol 10.45826 2.68 388_0280_0080 197 6-(3-pyridyl)-3- (3- thienyl)imidazo [1,2-a]pyrazine 4.33598 1.70 388_0074_0071 198 3-(4-pyridyl)-6- (2- thienyl)imidazo [1,2-a]pyrazine 5.68757 1.70 388_0069_4147 199 4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenol 2.70168 2.62 388_0074_0080 200 6-(2-thienyl)-3- (3- thienyl)imidazo [1,2-a]pyrazine 2.24904 2.70 388_0074_4147 201 N-[3-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenyl] acetamide 2.32941 2.16 388_0074_0081 202 N-[3-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]phenyl] methane- sulfonamide 3.32047 1.30 388_0074_6488 203 6-(2-furyl)-3-(3- thienyl)imidazo [1,2-a]pyrazine 6.25008 1.98 388_0074_0142 204 3-(6- phenylimidazo [1,2-a]pyrazin- 3-yl)phenol 6.54588 2.84 388_0284_0061 0 205 3-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.58014 1.69 388_0284_0347 206 4-[6-(3- pyridyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 2.72591 1.62 388_0080_0071 207 4-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]phenyl] methanol 4.72246 3.88 388_1029_0285 208 4-[6-(4- chlorophenyl) imidazo[1,2- a]pyrazin-3- yl]phenol 6.37838 3.44 388_0080_0160 209 3-[6-(2- thienyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 2.78435 2.62 388_0284_4147 210 6-(1- methylpyrazol- 4-yl)-3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazine 1.92958 3.07 388_1029_8400 211 3-[6-(2- furyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 6.11196 1.90 388_0284_0142 212 4-[6-(6-methoxy- 3- pyridyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 1.97871 2.06 388_0080_0311 213 3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 3.35687 2.07 388_0284_0285 214 3-[6-(1- methylpyrazol-4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 2.78229 1.27 388_0284_8400 0 215 4-[6-(1- methylpyrazol-4- yl)imidazo[1,2- a]pyrazin-3- yl]phenol 1.58926 1.27 388_0080_8400 216 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]- 3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazine 2.13162 3.97 388_1029_0016 217 N-(2- hydroxyethyl)- 3-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.48118 3.03 388_1029_0192 218 N-(2- dimethylamino- ethyl)-4-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.1649 3.74 388_1029_0327 219 N-(2- hydroxyethyl)-4- [3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.62307 3.03 388_1029_0328 220 4-[3-(3- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl]benzamide 8.43215 2.90 388_0279_0180 221 5-[3-(4- phenoxyphenyl) imidazo[1,2- a]pyrazin-6- yl]pyridin-2- amine 1.71808 3.19 388_1029_7905 222 N-[3- (dimethylamino) propyl]-4-[3-(3- thienyl)imidazo [1,2-a]pyrazin-6- yl]benzamide 3.87213 2.08 388_0074_0180 223 3-(4- methoxyphenyl)- 6-[4-(4-methyl- piperazin-1- yl)phenyl] imidazo[1,2- a]pyrazine 5.25112 2.94 388_0280_0218 224 N-(2- hydroxyethyl)-3- [3-(3- thienyl)imidazo [1,2-a]pyrazin- 6-yl]benzamide 3.67126 1.31 388_0074_0192 0 225 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]-3- (3- thienyl)imidazo [1,2-a]pyrazine 7.04574 2.25 388_0074_0016 226 5-[3-(3- thienyl)imidazo [1,2-a]pyrazin- 6-yl]pyridin-2- amine 2.45583 1.47 388_0074_7905 227 3,6-bis(3- thienyl)imidazo [1,2-a]pyrazine 8.47406 2.70 388_0074_0074 228 N-(2- dimethylamino- ethyl)-4-[3-(3- thienyl)imidazo [1,2-a]pyrazin- 6-yl]benzamide 1.89752 2.02 388_0074_0327 229 3-(1- methylpyrazol-4- yl)-6-(2- phenoxyphenyl) imidazo[1,2- a]pyrazine 1.81873 3.07 388_8400_0063 230 3-[6-[6-(4- methylpiperazin- 1-yl)-3- pyridyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 3.14141 2.17 388_0284_0016 231 3-[[5-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6-yl]-2- pyridyl]oxy]- N,N-dimethyl- propan-1-amine 9.85132 2.06 388_0068_0002 232 3-[6-(3- ethoxyphenyl) imidazo[1,2- a]pyrazin-3- yl]phenol 6.6859 3.04 388_0284_0205 233 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 234 3-[6-(3- thienyl)imidazo [1,2-a]pyrazin- 3-yl]phenol 2.51787 2.62 388_0284_0074 0 235 3-[6-[4-(4- methyl- piperazin-1- yl)phenyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 1.58793 2.79 388_0284_0218 236 4-[3-(4- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-[3- (dimethylamino) propyl]benzamide 4.90272 2.90 388_0160_0180 237 4-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6-yl]- N-(2-dimethyl- aminoethyl) benzamide 3.79881 1.86 388_0068_0327 238 3-[6-(6-amino-3- pyridyl)imidazo [1,2-a]pyrazin-3- yl]phenol 2.88877 1.39 388_0284_7905 239 N-(2- dimethylamino- ethyl)-4-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.81226 1.93 388_0284_0327 240 4-[3-(4- chlorophenyl) imidazo[1,2- a]pyrazin-6-yl]- N-(2- dimethylamino- ethyl)benzamide 4.15862 2.84 388_0160_0327 241 3-[6-[6-(2- morpholino- ethylamino)-3- pyridyl]imidazo [1,2-a]pyrazin-3- yl]phenol 2.93938 1.49 388_0284_0003 242 N-[3- (dimethylamino) propyl]-4-[3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.61113 1.99 388_0284_0180 243 N-(2- hydroxyethyl)-4- [3-(3- hydroxyphenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 1.72336 1.22 388_0284_0328 244 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 0 245 6-[6-(4- methylpiperazin- 1-yl)-3-pyridyl]- 3-phenyl- imidazo[1,2- a]pyrazine 10.85328 2.47 388_0061_0016 246 3-[6-[4-(4- isopropyl- piperazin-1- yl)phenyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 2.61352 3.57 388_0284_0182 247 5-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- a]pyrazin-6- yl]pyridin-2- amine 10.23913 1.31 388_0068_7905 248 4-[6-[6-[3- (dimethylamino) propoxy]-3- pyridyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 1.32178 2.14 388_0080_0002 249 4-[6-[6-(2- morpholino- ethylamino)-3- pyridyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 1.31444 1.49 388_0080_0003 250 4-[6-[6-(4- methylpiperazin- 1-yl)-3- pyridyl]imidazo [1,2-a]pyrazin- 3-yl]phenol 2.21078 2.17 388_0080_0016 251 3-[2-(cyclo- hexylamino) imidazo[2,1-a] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.71795 3.60 699_0052_0349 252 N,N-dimethyl-3- [2-[2-(4- sulfamoylphenyl) ethylamino] imidazo[2,1-a] [1,3,4]thiadiazol- 5-yl]benzamide 0.9091 2.42 699_6182_0349 253 3-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.53282 2.22 699_0240_0349 254 1-[3-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1-a] [1,3,4]thiadiazol- 5-yl]phenyl] ethanone 0.48712 2.48 699_0240_4145 0 255 6-(3- chlorophenyl)- 3-(3,4- dimethoxyphenyl) pyrazolo[1,5- a]pyrimidin-7- amine 0.80424 3.50 DT2008- 0028664 256 N-[3-[2-(2- furylmethylamino) imidazo[2,1-a] [1,3,4]thiadiazol- 5-yl]phenyl] acetamide 4.56802 2.53 699_0144_0081 257 3-[2- (cyclopropyl- methylamino) imidazo[2,1-d] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.97667 2.59 699_4051_0349 258 3-[2- (isobutylamino) imidazo[2,1-d] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.28265 3.05 699_0149_0349 259 3-[2-[(4- fluorophenyl) methylamino] imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 2.76099 3.67 699_0224_0349 260 N-[3-[2-(2- thienylmethyl- amino)imidazo [2,1-b] [1,3,4]thiadiazol- 5-yl]phenyl] acetamide 3.92554 3.38 699_0146_0081 261 4-[2-[[5-(1- methylpyrazol- 4-yl)imidazo[2,1- d][1,3,4] thiadiazol-2- yl]amino]ethyl] benzene- sulfonamide 2.26191 1.55 699_6182_7468 262 4-[[5-[3- (dimethylamino) phenyl]imidazo [2,1-a] [1,3,4]thiadiazol- 2-yl]amino] cyclohexanol 5.79421 3.03 699_0240_0135 263 N-[3-[2- (isobutylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]phenyl] methane- sulfonamide 7.06833 2.12 699_0149_6488 264 3-[2-(3- hydroxypropyl- amino)imidazo [2,1-b][1,3,4] thiadiazol-5- yl]benzamide 2.87875 0.73 699_0248_0347 0 265 4-[2-[(4- hydroxycyclo- hexyl)amino] imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]phenol 3.804 2.62 699_0240_0080 266 3-[2-(2- furylmethyl- amino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]benzamide 1.22619 2.14 699_0144_0347 267 4-[2-[[5-(6- methoxy-3- pyridyl)imidazo [2,1-b] [1,3,4]thiadiazol- 2-yl]amino] ethyl]benzene- sulfonamide 2.61127 2.35 699_6182_0311 268 N,N-dimethyl-3- [2-(tetrahydro- pyran-4- ylmethylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]benzamide 2.72692 2.23 699_0243_0349 269 N,N-dimethyl-3- [2-(o-tolyl- methylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]benzamide 3.73043 4.04 699_8074_0349 270 N-isobutyl-5-(5- methoxy-3- pyridyl)imidazo [2,1-b] [1,3,4]thiadiazol- 2-amine 5.16693 2.38 699_0149_0196 271 N-(1,3- benzodioxol-5- ylmethyl)-5-(5- methoxy-3- pyridyl)imidazo [2,1-b] [1,3,4]thiadiazol- 2-amine 0.44781 2.48 699_0236_0196 272 N-[4-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 0.16907 3.03 828_0314_0722 273 N-[3-[6-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.16817 3.11 828_0081_0068 274 N-[3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 1.10979 3.11 828_0068_0081 0 275 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 276 N-[3-[6-[3- (trifluoromethoxy) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 1.5009 4.92 828_0081_0168 277 1-[3-[6-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.65302 3.50 828_4145_0079 278 N-[3-[6-(4- methylsulfonyl- phenyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 1.08226 2.33 828_0081_0174 279 N-[3-[3-(3- acetamidophenyl) imidazo[1,2-b] pyridazin-6- yl]phenyl] acetamide 0.55312 2.73 828_0081_0081 280 3-[2-[(4- methoxyphenyl) methylamino] imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 2.33054 3.37 699_0244_0349 281 N-[3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 0.6205 3.05 828_4145_0081 282 4-[3-(3- acetamidophenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.22155 2.34 828_0081_0346 283 N-[4-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 0.51873 3.19 828_0284_0722 284 N-[2-(4- pyridyl)ethyl]-5- (3,4,5- trimethoxy- phenyl)imidazo [2,1-b][1,3,4] thiadiazol-2- amine 1.77014 2.83 699_0039_0087 00 285 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 01 286 3-[2- (benzylamino) imidazo[2,1-d] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 1.50507 3.53 699_0232_0349 02 287 5-(6-methoxy-3- pyridyl)-N-(4- pyridylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.58601 2.23 699_0237_0311 03 288 N-[3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 1.63929 2.72 828_0291_0081 04 289 3-[2-(2- furylmethylamino) imidazo[2,1-p] [1,3,4]thiadiazol- 5-yl]-N,N- dimethyl- benzamide 2.46273 2.59 699_0144_0349 05 290 N-[3-[6-(4- dimethylamino- phenyl)imidazo [1,2-a]pyridazin- 3-yl]phenyl] acetamide 1.09863 3.60 828_0081_0004 06 291 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 07 292 N-[3-[3-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 0.10208 3.03 828_0314_0081 08 293 N-[3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] methane- sulfonamide 0.83024 1.86 828_0285_6488 09 294 1-[3-[6-(3- hydroxyphenyl) imidazo[1,2- a]pyridazin-3- yl]phenyl] ethanone 0.99396 3.51 828_4145_0284 0 295 [4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 2.22994 2.72 828_0291_0285 296 4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]benzamide 1.89185 2.34 828_0291_0346 297 N-(2- dimethylamino- ethyl)-3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 1.47637 2.58 828_0176_0285 298 3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.31104 2.80 828_0284_0347 299 4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-2-methoxy- phenol 0.22297 3.02 828_0285_0314 300 2-(3,4- dimethoxy- phenyl)-6- hydroxy- chromen-4-one 8.95228 2.35 DT2012- 0347380 301 [3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] methanol 2.03689 2.27 828_0291_0071 302 [3-[6-[(4- fluorophenyl) methyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] methanol 3.9747 3.56 828_0291_6370 303 [3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.74495 3.33 828_0291_4140 304 N-[3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methane- sulfonamide 0.29796 1.41 828_0069_6488 0 305 1-benzyl-N-[4- (4-methyl- piperazin-1-yl) phenyl]-2-(3- pyridyl)pyrrolo [3,2-c]pyridin-6- amine 13.73604 5.14 809_2675_6001_0091 306 2-(1H-pyrazol-4- yl)-N-(2-pyridyl)- 1H-pyrrolo[3,2- c]pyridin-6-amine 7.566 2.14 809_2678_0263_0259 307 N-(4-methyl- sulfonylphenyl)- 2-(1H-pyrazol- 4-yl)-1H- pyrrolo[3,2- c]pyridin-6-amine 4.77594 1.60 809_2678_0263_9248 308 1-benzyl-2-(3- pyridyl)-N- pyrimidin-4-yl- pyrrolo[3,2- c]pyridin-6-amine 6.84653 3.86 809_2675_6001_6410 309 N-(3- methoxyphenyl)- 2-(1H-pyrazol-4- yl)-1H- pyrrolo[3,2- c]pyridin-6-amine 16.58236 2.60 809_2678_0263_0026 310 N-(3,4- dimethoxy- phenyl)-2-(1H- pyrazol-4-yl)- 1H-pyrrolo[3,2- 2]pyridin-6- amine 12.71137 2.44 809_2678_0263_0036 311 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 312 6-(2- methoxyphenyl)- 3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.58491 2.88 828_0069_0083 313 3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 1.2024 1.89 828_0069_0347 314 N-[3-(6- phenylimidazo [1,2-b]pyridazin- 3-yl)phenyl] acetamide 0.77278 3.49 828_0081_0061 0 315 N-[3-[6-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 1.0711 3.19 828_0081_0284 316 3-(3,4- dimethoxy- phenyl)-6-(3- fluorophenyl) imidazo[1,2- b]pyridazine 1.0392 4.08 828_0079_0313 317 N-[3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 0.49363 2.72 828_0081_0285 318 [3-(6- phenylimidazo [1,2-b]pyridazin- 3-yl)phenyl] methanol 1.74526 3.49 828_0291_0061 319 6-(3- chlorophenyl)-3- (4-pyridyl)imidazo [1,2-b]pyridazine 0.25819 3.64 828_0069_0279 320 4-[3-(3,4- dimethoxy- phenyl)imidazo [1,2-b]pyridazin- 6-yl]-2-methoxy- phenol 0.22231 3.48 828_0079_0314 321 N-[3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 2.85447 3.33 828_0081_0083 322 N-[3-[6-[3- (trifluoromethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 1.6027 4.37 828_0081_0312 323 [3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 1.06972 3.33 828_0291_0083 324 4-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-2-methoxy- phenol 0.15309 3.02 828_0291_0314 0 325 3-phenyl-6-(4- pyridyl)imidazo [1,2-b]pyridazine 6.92543 3.04 828_0061_0069 326 3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenol 0.22268 2.73 828_0069_0284 327 3-(3,4- dimethoxy- phenyl)-6- phenyl- imidazo[1,2- b]pyridazine 0.42017 3.94 828_0079_0061 328 3-(3,4- dimethoxy- phenyl)-6-(4- fluorophenyl) imidazo[1,2- b]pyridazine 1.33171 4.08 828_0079_0339 329 N-[3-[6-(3,4,5- trimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 3.13438 3.02 828_0081_0087 330 N-[3-[6-(4- hydroxy-3- methoxy- phenyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 0.09296 3.03 828_0081_0314 331 3-phenyl-6-(3- pyridyl)imidazo [1,2-b]pyridazine 3.84274 3.04 828_0061_0071 332 4-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 0.2553 2.27 828_0069_0285 333 3-(3,4- dimethoxy- phenyl)-6-(2- methoxyphenyl) imidazo[1,2- b]pyridazine 3.12222 3.78 828_0079_0083 334 3-(3,4- dimethoxy- phenyl)-6-(3- furyl)imidazo [1,2- b]pyridazine 0.98263 3.08 828_0079_0343 0 335 N-[3-[6-(3- furyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 1.2569 2.63 828_0081_0343 336 [3-[6-(3- furyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] methanol 3.99398 2.63 828_0291_0343 337 N,N-dimethyl-4- [3-(4-pyridyl) imidazo[1,2-b] pyridazin-6- yl]aniline 0.39834 3.14 828_0069_0004 338 [3-[6-(4- methylsulfonyl- phenyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] methanol 3.03776 2.33 828_0291_0174 339 N-[3-(3- phenylimidazo [1,2-b]pyridazin- 6-yl)phenyl] acetamide 3.66176 3.49 828_0061_0081 340 6-phenyl-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.22894 3.04 828_0069_0061 341 6-(3- fluorophenyl)-3- (4-pyridyl) imidazo[1,2- b]pyridazine 0.35611 3.18 828_0069_0313 342 3-(3,4- dimethoxy- phenyl)-6-(3- methoxyphenyl) imidazo[1,2- b]pyridazine 0.95169 3.78 828_0079_4140 343 N-[3-[6-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 0.614 2.12 828_0081_0196 344 3-[6-(5-methoxy- 3-pyridyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.14052 2.11 828_0291_0196 0 345 6-(1,3- benzodioxol-5- yl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.21745 2.66 828_0069_0068 346 6-(3-furyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 1.02049 2.18 828_0069_0343 347 N-[3-[6-(3- chlorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.3705 4.10 828_0081_0279 348 N-[3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.40863 3.33 828_0081_4140 349 3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenol 0.95381 3.18 828_0291_0284 350 4-(3- phenylimidazo [1,2-b]pyridazin- 6-yl)benzamide 2.14265 3.10 828_0061_0346 351 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenol 0.91497 3.57 828_0068_0284 352 6-phenyl-3-(3- pyridyl)imidazo [1,2-b]pyridazine 1.94131 3.04 828_0071_0061 353 3-(3-pyridyl)-6- (2-thienyl) imidazo[1,2-b] pyridazine 0.34617 2.81 828_0071_4147 354 N-[3-[6-(3- acetylphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] acetamide 0.46574 3.05 828_0081_4145 0 355 3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 1.2357 3.79 828_0284_4140 356 4-[6-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.04451 3.48 828_0314_0079 357 1-[3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 2.3343 3.65 828_4145_0083 358 1-[3-[6-(1- methylpyrazol-4- yl)imidazo[1,2- 3]pyridazin-3- yl]phenyl] ethanone 0.37322 2.24 828_4145_7468 359 N-[3-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methane- sulfonamide 1.20815 2.40 828_4147_6488 360 3-(1,3- benzodioxol-5- yl)-6-(3- pyridyl)imidazo [1,2-b]pyridazine 0.68757 2.66 828_0068_0071 361 [4-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 2.9094 2.27 828_0071_0285 362 6-benzyl-3-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazine 0.97448 3.87 828_0079_6001 363 3-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenol 0.28545 3.18 828_0284_0285 364 4-[6-(2- methoxyphenyl) imidazo[1,2- 3]pyridazin-3- yl]phenyl] methanol 3.90029 3.33 828_0285_0083 0 365 [4-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 1.55838 3.33 828_0285_4140 366 2-methoxy-4-[6- (3-methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 0.22071 3.63 828_0314_4140 367 1-[3-[6- (3-furyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 3.4398 2.95 828_4145_0343 368 4-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 0.95101 2.88 828_4147_0346 369 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 370 [3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]phenyl] methanol 0.33166 3.11 828_0068_0291 371 N-[3-[6-(2- thienyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 0.20995 3.27 828_0081_4147 372 3-(6- phenylimidazo [1,2-b]pyridazin- 3-yl)phenol 0.89352 3.95 828_0284_0061 373 1-[3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] ethanone 1.60026 3.51 828_0284_4145 374 [4-[6-(3- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 2.95859 3.63 828_0285_0313 0 375 1-[3-[3-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] ethanone 2.16824 3.04 828_0291_4145 376 1-[3-[6-[3- (dimethylamino) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 0.88623 3.92 828_4145_0135 377 1-[3-[6-(6- amino-3-pyridyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 0.28267 2.36 828_4145_7905 378 [4-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 2.35649 3.26 828_4147_0285 379 N-[3-[3-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] methane- sulfonamide 0.70252 2.31 828_0079_6488 380 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.51895 2.66 828_4145_0347 381 N-[3-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methane- sulfonamide 1.41022 1.41 828_0071_6488 382 3-[6-(4- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 0.20283 2.73 828_0284_0069 383 3-[6-(5- quinolyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 14.63638 4.11 828_0284_6831 384 N-[3-[3-[3- hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] methane- sulfonamide 1.15032 1.86 828_0291_6488 00 385 2-methoxy-4-[6- (2-methoxy- phenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 0.95886 3.63 828_0314_0083 01 386 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]-N-methyl- benzamide 1.71793 2.89 828_4145_7965 02 387 [3-[3-(2- thienyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 1.68324 3.26 828_4147_0291 03 388 6-(1- methylpyrazol-4- yl)-3-(2- thienyl)imidazo [1,2-b]pyridazine 1.3135 2.46 828_4147_7468 04 389 3-[3-(3,4- dimethoxyphenyl) imidazo[1,2- a]pyridazin-6-yl]- N-(2- hydroxyethyl) benzamide 0.3666 2.32 828_0079_0192 05 390 3-(1,3- benzodioxol-5- yl)-6-(1- methylpyrazol-4- yl)imidazo[1,2- b]pyridazine 0.95557 2.30 828_0068_7468 06 391 3-(3,4- dimethoxy- phenyl)-6-(1- methylpyrazol-4- yl)imidazo[1,2- b]pyridazine 0.36693 2.37 828_0079_7468 07 392 3-[6-(3- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 2.26441 4.09 828_0284_0313 08 393 1-[3-[6-(3- aminophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 1.12246 2.98 828_4145_0005 09 394 6-(2-methoxy- phenyl)-3-(3- pyridyl)imidazo [1,2-b]pyridazine 2.3503 2.88 828_0071_0083 0 395 3-(3,4- dimethoxy- phenyl)-6-(4- pyridyl)imidazo [1,2-b]pyridazine 0.40386 2.72 828_0079_0069 396 3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenol 0.58643 2.73 828_0284_0071 397 3-[6-(1- methylpyrazol-4- yl)imidazo[1,2- b]pyridazin-3- yl]phenol 0.38762 2.38 828_0284_7468 398 [4-[6-(4- fluorophenyl) imidazo[1,2- 3]pyridazin-3- yl]phenyl] methanol 2.94383 3.63 828_0285_0339 399 4-[6-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.29478 3.49 828_0314_0284 400 6-(3,4- dimethoxy- phenyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.28231 2.72 828_0069_0079 401 6-(4- fluorophenyl)-3- (3- pyridyl)imidazo [1,2-b]pyridazine 2.77876 3.18 828_0071_0339 402 [3-[3-(3- chlorophenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] methanol 9.81893 4.09 828_0279_0291 403 3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 11.87843 4.09 828_0284_0339 404 3-phenyl-6-(2- thienyl)imidazo [1,2-b]pyridazine 1.9697 4.03 828_0061_4147 0 405 3-(3,4- dimethoxy- phenyl)-6-(3- pyridyl)imidazo [1,2-b]pyridazine 0.54944 2.72 828_0079_0071 406 N-[3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] acetamide 1.64512 3.19 828_0284_0081 407 4-[6-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 0.12455 3.02 828_0314_0285 408 3-[3-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-6- yl]-N-methyl- benzamide 3.49397 3.01 828_0079_7965 409 N-[3-[3-(4- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 0.59778 2.27 828_0069_0081 410 6-(3-furyl)-3-(3- pyridyl)imidazo [1,2-b]pyridazine 2.34906 2.18 828_0071_0343 411 N-[3-[6-(3,4- dimethoxyphenyl) imidazo[1,2- p]pyridazin-3- yl]phenyl] acetamide 0.25932 3.18 828_0081_0079 412 3-[6-(3- furyl)imidazo[1,2- b]pyridazin-3- yl]phenol 1.05684 3.09 828_0284_0343 413 1-[3-[6-(4- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 0.37149 2.59 828_4145_0069 414 6-(m- tolylmethyl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.97706 3.48 828_0069_6291 0 415 3-(1,3- benzodioxol-5- yl)-6-(4- fluorophenyl) imidazo[1,2- b]pyridazine 7.60066 4.02 828_0068_0339 416 3,6-bis(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazine 0.53841 3.62 828_0079_0079 417 3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 2.73595 3.79 828_0284_0083 418 [4-(6- phenylimidazo [1,2-b]pyridazin- 3-yl)phenyl] methanol 1.45898 3.49 828_0285_0061 419 N-[4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 21.45348 2.72 828_0285_0722 420 4-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 0.10235 3.02 828_0314_0291 421 1-[3-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 0.17883 3.04 828_4145_0291 422 3-(4-pyridyl)-3- (2- thienyl)imidazo [1,2-b]pyridazine 0.49696 2.81 828_4147_0069 423 2-methoxy-4-[3- (2-thienyl) imidazo[1,2-b] pyridazin-6- yl]phenol 0.69396 3.57 828_4147_0314 424 N-(2- hydroxyethyl)-3- (3-phenyl- imidazo[1,2-b] pyridazin-6- yl)benzamide 13.86362 2.64 828_0061_0192 0 425 6-benzyl-3-(4- pyridyl)imidazo [1,2-b]pyridazine 0.6243 2.97 828_0069_6001 426 4-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 11.24348 1.89 828_0071_0346 427 1-[3-[6-(3- pyridyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 1.23395 2.59 828_4145_0071 428 1-[3-[6-(3- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 1.78495 3.65 828_4145_4140 429 6-[(4- fluorophenyl) methyl]-3-(4- pyridyl)imidazo [1,2-b]pyridazine 1.44642 3.11 828_0069_6370 430 3-[3-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-6- yl]aniline 0.84313 3.05 828_0068_0005 431 3-(1,3- benzodioxol-5- yl)-6-(3-furyl) imidazo[1,2- b]pyridazine 1.60154 3.02 828_0068_0343 432 [4-[6-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 3.9402 3.17 828_0285_0079 433 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 434 N-[3-[6-(3-chloro- 4-fluoro- phenyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] acetamide 0.52521 4.24 828_0081_0164 0 435 3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenol 1.13696 3.18 828_0285_0284 436 [3-[6-(3,4- dimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] methanol 0.74933 6.29 828_0291_0079 437 1-[3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] ethanone 0.58173 3.37 828_4145_4145 438 N-(2-dimethyl- aminoethyl)-3- [3-(2-thienyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 1.1611 3.12 828_4147_0176 439 3-(1,3- benzodioxol-5- yl)-6-phenyl- imidazo[1,2- b]pyridazine 3.08798 3.88 828_0068_0061 440 3-[3-(3- pyridyl)imidazo [1,2-b]pyridazin- 6-yl]phenol 1.81461 2.73 828_0071_0284 441 3-(3,4- dimethoxy- phenyl)-6-(2- thienyl)imidazo [1,2-b]pyridazine 0.21139 3.72 828_0079_4147 442 3-[3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]phenol 0.98714 3.65 828_0284_0284 443 N-[3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] acetamide 2.2389 2.72 828_0285_0081 444 1-[3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]phenyl] ethanone 4.81048 3.95 828_4145_0339 0 445 3-[3-(3- acetamido- phenyl)imidazo [1,2-b]pyridazin- 6-yl]-N-methyl- benzamide 1.3298 2.57 828_0081_7965 446 [3-(3- phenylimidazo [1,2-b]pyridazin- 6-yl)phenyl] methanol 1.92857 3.49 828_0061_0291 447 6-(1- methylpyrazol- 4-yl)-3-(4- pyridyl)imidazo [1,2-b]pyridazine 30 1.46 828_0069_7468 448 N-(2- dimethylamino- ethyl)-3-[3-[3- (trifluoromethoxy) phenyl]imidazo [1,2-b]pyridazin- 6-yl]benzamide 3.93108 4.78 828_0168_0176 449 [4-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]phenyl] methanol 1.03522 2.72 828_0285_0285 450 4-[6-(1,3- benzodioxol-5- yl)imidazo[1,2- b]pyridazin-3- yl]-2-methoxy- phenol 0.1999 3.42 828_0314_0068 451 1-[3-[6-(2- thienyl)imidazo [1,2-b]pyridazin- 3-yl]phenyl] ethanone 0.41575 3.59 828_4145_4147 452 6-(5-methoxy-3- pyridyl)-3-(2- thienyl)imidazo [1,2-b]pyridazine 2.86231 2.66 828_4147_0196 453 3,6-bis(2- thienyl)imidazo [1,2-b]pyridazine 4.89416 3.81 828_4147_4147 454 N-(2-dimethyl- aminoethyl)-3- [6-(1-methyl- pyrazol-4- yl)imidazo[1,2- b]pyridazin-3- yl]benzamide 1.76458 1.77 828_0176_7468 0 455 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 456 3-[3-[3-(2- dimethylamino- ethylcarbamoyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]benzamide 4.14881 2.20 828_0176_0347 457 N-(2- hydroxyethyl)-3- [3-(3- hydroxyphenyl) imidazo[1,2- b]pyridazin-6- yl]benzamide 0.35163 2.33 828_0284_0192 458 2-methoxy-4-[6- (3,4,5- trimethoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]phenol 1.81139 3.32 828_0314_0087 459 [3-[3-(3-furyl) imidazo[1,2- b]pyridazin-6- yl]phenyl] methanol 7.32807 2.63 828_0343_0291 460 4-(6- benzylimidazo [1,2-b]pyridazin- 3-yl)benzamide 0.71127 3.04 828_0346_6001 461 3-[6-(4- acetamidophenyl) imidazo[1,2- b]pyridazin-3- yl]-N-(2- dimethylamino- ethyl)benzamide 0.98309 2.58 828_0176_0722 462 2-methoxy-4-[6- [3-(trifluoro- methoxy)phenyl] imidazo[1,2- b]pyridazin- 3-yl]phenol 0.83451 5.22 828_0314_0168 463 N-(2- dimethylamino- ethyl)-3-[6-[3- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 0.81608 2.58 828_0176_0291 464 4-[6-[(3,4- difluorophenyl) methyl]imidazo [1,2-b]pyridazin- 3-yl]benzamide 3.07271 3.52 828_0346_6007 0 465 3-[6-(3- acetamidophenyl) imidazo[1,2- b]pyridazin-3-yl]- N-(2- dimethylamino- ethyl)benzamide 3.16865 2.58 828_0176_0081 466 2-methoxy-4-[6- [3-(trifluoro- methyl)phenyl] imidazo[1,2- b]pyridazin-3- yl]phenol 1.08271 4.67 828_0314_0312 467 6-benzyl-3-(5- methoxy-3- pyridyl)imidazo [1,2-b]pyridazine 2.67306 2.81 828_0196_6001 468 4-[6-(m- tolylmethyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 3.10262 3.55 828_0346_6291 469 N-(2- dimethylamino- ethyl)-3-[6-(2- methoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.13745 3.19 828_0176_0083 470 N-(2- dimethylamino- ethyl)-3-[6-(3- phenoxyphenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 19.18297 4.85 828_0176_4032 471 3-(6-cyclo- propylimidazo[1,2- b]pyridazin-3- yl)phenol 1.88565 2.83 828_0284_7494 472 4-[6-(3-fluoro- phenyl)imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 0.28065 3.93 828_0314_0313 473 6-[(4-fluoro- phenyl)methyl]- 3-(5-methoxy- 3-pyridyl)imidazo [1,2-b]pyridazine 4.41614 2.95 828_0196_6370 474 4-[6-[(4-fluoro- phenyl)methyl] imidazo[1,2- b]pyridazin-3- yl]benzamide 1.30064 3.18 828_0346_6340 0 475 N-(2- hydroxyethyl)- 3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]benzamide 2.14389 1.87 828_0285_0192 476 3-[3-(4-hydroxy- 3-methoxy- phenyl)imidazo [1,2-b]pyridazin- 6-yl]benzamide 0.22316 2.64 828_0314_0347 477 3-(1- methylpyrazol- 4-yl)-6-(m- tolylmethyl) imidazo[1,2- b]pyridazine 1.79534 3.13 828_7468_6291 478 3-[3-(3- acetylphenyl) imidazo[1,2- b]pyridazin-6- yl]-N-(2- hydroxyethyl) benzamide 0.6293 2.20 828_4145_0192 479 [4-(6- benzylimidazo [1,2-b]pyridazin- 3-yl)phenyl] methanol 3.22675 3.42 828_0285_6001 480 4-[6-[(4- fluorophenyl) methyl]imidazo [1,2-b]pyridazin- 3-yl]-2-methoxy- phenol 2.08974 3.87 828_0314_6370 481 6-[(4- fluorophenyl) methyl]-3-(1- methylpyrazol- 4-yl)imidazo [1,2- b]pyridazine 1.29697 2.76 828_7468_6370 482 N-(2- dimethylamino- ethyl)-3-[6-(4- fluorophenyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.23882 3.49 828_0176_0339 483 3-[3-(3- chlorophenyl) imidazo[1,2- b]pyridazin-6- yl]-N-(2- hydroxyethyl) benzamide 30 3.24 828_0279_0192 484 3-[6-(m- tolylmethyl) imidazo[1,2- b]pyridazin-3- yl]benzamide 2.16636 3.55 828_0347_6291 00 485 1-[3-(6- benzylimidazo [1,2-b]pyridazin- 3-yl)phenyl] ethanone 3.9717 3.74 828_4145_6001 01 486 5-(6- benzylimidazo [1,2-b]pyridazin- 3-yl)pyridin-2- amine 3.63637 2.73 828_7905_6001 02 487 N-(2- dimethylamino- ethyl)-3-[6-(3- furyl)imidazo [1,2-b]pyridazin- 3-yl]benzamide 3.88391 2.49 828_0176_0343 03 488 3-[3-[4- (hydroxymethyl) phenyl]imidazo [1,2-b]pyridazin- 6-yl]-N-methyl- benzamide 14.94149 2.56 828_0285_7965 04 489 4-[4-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] morpholine 1.38698 3.86 932_2105_0001 05 490 4-(3-chloro-4- fluoro-phenyl)- 3-(2-methoxy- phenyl)-1H- pyrazolo[3,4- b]pyridine 1.28108 4.72 932_2105_0164 06 491 3-(2- methoxyphenyl)- 4-(6-methoxy-3- pyridyl)-1H- pyrazolo[3,4- b]pyridine 2.93037 3.19 932_2105_0311 07 492 3-(2- methoxyphenyl)- 4-(2-methoxy- pyrimidin-5- yl)-1H- pyrazolo[3,4- b]pyridine 6.43118 2.57 932_2105_7628 08 493 4-[3-(3- fluorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4-yl]- N,N-dimethyl- benzamide 3.86464 3.57 932_5640_7464 09 494 N,N-dimethyl-4- [3-(3-thienyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 11.19371 3.20 932_2055_7464 0 495 N-[4-(3- cyclopropyl-1H- pyrazolo[3,4- b]pyridin-4- yl)phenyl] acetamide 8.88989 2.24 932_2070_0722 496 3-[3-(4-pyridyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]aniline 18.00668 2.08 932_5650_0005 497 4-[3-(3- fluorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 3.87681 3.50 932_5640_0285 498 3-(2- methoxyphenyl)- 4-(3-thienyl)-1H- pyrazolo[3,4- b]pyridine 2.66842 3.75 932_2105_0074 499 N-[4-[3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] acetamide 2.02053 2.89 932_4516_0722 500 3-(2- methoxyphenyl)- 4-[(E)-styryl]-1H- pyrazolo[3,4- b]pyridine 1.12832 4.66 932_2105_0170 501 4-(3- fluorophenyl)-3- [2-methoxy- phenyl)-1H- pyrazolo[3,4- b]pyridine 1.35112 4.11 932_2105_0313 502 4-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]benzamide 1.47616 2.82 932_2105_0346 503 [4-(3-phenyl-1H- pyrazolo[3,4- b]pyridin-4- yl)phenyl] methanol 7.10693 3.36 932_2047_0285 504 3-phenyl-4-(1H- pyrazol-4-yl)-1H- pyrazolo[3,4- b]pyridine 0.8524 2.43 932_2047_7467 0 505 4-(4- isopropylphenyl)- 3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridine 20.88874 4.90 932_4516_0283 506 4-(3- chlorophenyl)-3- cyclopropyl-1H- pyrazolo[3,4- b]pyridine 30 3.61 932_2070_0279 507 N-(2- dimethylamino- ethyl)-3-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]benzamide 4.85182 3.06 932_2105_0176 508 [3-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 1.66776 3.20 932_2105_0291 509 4-[3-(3- fluorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]benzamide 2.04666 3.12 932_5640_0346 510 4-[3-(4- chlorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]benzamide 5.71214 3.58 932_5666_0346 511 3-[3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 5.02812 3.35 932_4516_0284 512 1-[3-[3-(4- piperidyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] ethanone 19.65771 1.89 932_2802_4145 513 N-[4-[3-(3- thienyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] acetamide 4.86579 3.14 932_2055_0722 514 2-methoxy-4-[3- (4-piperidyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 11.88451 1.87 932_2802_0314 0 515 N-[3-[3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methane- sulfonamide 12.76436 2.03 932_4516_6488 516 4-(3-furyl)-3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridine 4.89672 3.11 932_2105_0343 517 3-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenol 6.24902 3.45 932_5654_0284 518 4-(3-furyl)-3-(3- pyridyl)-1H- pyrazolo[3,4- b]pyridine 14.29835 2.05 932_2094_0343 519 [4-[3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 5.38048 2.89 932_4516_0285 520 4-(3- methoxyphenyl)- 3-(4-piperidyl)- 1H-pyrazolo[3,4- b]pyridine 17.59629 2.17 932_2802_4140 521 4-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]benzonitrile 1.58329 3.82 932_2105_0086 522 N,N-dimethyl-4- [3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]benzamide 11.14532 2.95 932_4516_7464 523 [4-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 4.64328 2.98 932_5654_0285 524 4-(5-fluoro-2- methoxy- phenyl)-3-(4- piperidyl)-1H- pyrazolo[3,4- b]pyridine 11.69312 2.31 932_2802_8363 0 525 4-(4- methylsulfonyl- phenyl)-3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridlne 11.16027 2.49 932_4516_0174 526 [4-[3-(3- chlorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 6.49611 3.96 932_2049_0285 527 [3-[3-(1,3- benzodioxol-5- yl)-1H- pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 3.09057 2.98 932_5654_0291 528 4-(3-furyl)-3- phenyl-1H- pyrazolo[3,4- b]pyridine 8.62504 3.27 932_2047_0343 529 4-(6-methoxy-3- pyridyl)-3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridine 16.92312 2.87 932_4516_0311 530 3-cyclopropyl-4- (2-furyl)-1H- pyrazolo[3,4- b]pyridine 12.61441 2.06 932_2070_0142 531 4-(2-furyl)-3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridine 2.27665 3.03 932_2105_0142 532 [4-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] methanol 1.10049 3.20 932_2105_0285 533 1-[3-[3-(2- methoxyphenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]phenyl] ethanone 6.60309 3.53 932_2105_4145 534 4-(3-furyl)-3-(4- pyridyl)-1H- pyrazolo[3,4- b]pyridine 20.24336 2.05 932_5650_0343 0 535 3-[3-(3- fluorophenyl)- 1H-pyrazolo[3,4- b]pyridin-4- yl]aniline 15.07442 3.44 932_5640_0005 536 3-(3-phenyl-1H- pyrazolo[3,4- b]pyridin-4- yl)benzamide 11.71738 2.98 932_2047_0347 537 3-[3-(3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridin-4- yl]aniline 14.80741 2.82 932_4516_0005 538 4-(3- fluorophenyl)-3- (3,4,5- trimethoxy- phenyl)-1H- pyrazolo[3,4- b]pyridine 5.22838 3.80 932_4516_0313 539 (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 540 3-[6-amino-5- (3,4,5- trimethoxy- phenyl)- 3-pyridyl] benzamide 0.44196 2.19 382_0087_0347 541 1-[5-[6-amino- 5-[3-(dimethyl- amino)phenyl]- 3-pyridyl]-2- thienyl]ethanone 3.41528 3.39 382_0135_0066 542 (Z)-5-[6- (methylamino) imidazo[1,2- b]pyridazin-3- yl]pent-4-en- 1-ol 31.48029 1.22 437_0299 543 2-methoxy-4-[2- (tetrahydropyran- 4-ylmethyl- amino)imidazo [2,1-b][1,3,4] thiadiazo-5- yl]phenol 2.16407 2.47 699_0243_0314 544 N-[3-[8- acetamido-3- (3,4-dimethoxy- phenyl)imidazo [1,2-a]pyridin- 6-yl]phenyl] acetamide 1.59766 2.13 802_0079_0081 0 545 N-[3-(3- acetylphenyl)- 6-[3-methoxy- phenyl)imidazo [1,2-a]pyridin- 8-yl]acetamide 3.05101 2.61 802_4145_4140 546 5-(5-methoxy-3- pyridyl)-N-(4- pyridylmethyl) imidazo[2,1- b][1,3,4] thiadiazol-2- amine 0.93173 1.64 699_0237_0196 547 4-[[5-(3-chloro- 4-fluoro- phenyl)imidazo [2,1-b][1,3,4] thiadiazol- 2-yl]amino] cyclohexanol 4.05722 3.67 699_0240_0164 548 4-[2-[[5-(3,4- dimethoxyphenyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-yl]amino] ethyl]benzene- sulfonamide 5.11606 2.81 699_6182_0079 549 N-[3-(3- acetylphenyl)-6- (2,4-dimethoxy- phenyl)imidazo [1,2-a]pyridin-8- yl]acetamide 2.50187 2.45 802_4145_4141 550 5-(3,4- dimethoxy- phenyl)-N- [2-(4-pyridyl) ethyl]imidazo [2,1-b][1,3,4] thiadiazol- 2-amine 3.1387 2.99 699_0039_0079 551 5-(4-pyridyl)-N- (4-pyridylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.64747 1.80 699_0237_0069 552 5-(6-methoxy-3- pyridyl)-N-[2-(4- pyridyl)ethyl] imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.03015 2.52 699_0039_0311 553 4-[2-[[5-(3- pyridyl)imidazo [2,1-d][1,3,4] thiadiazol-2- yl]amino]ethyl] benzene- sulfonamide 1.87926 1.91 699_6182_0071 554 5-(4- morpholino- phenyl)-N-(2- thienylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 3.82253 4.03 699_0146_0001 0 555 [4-[2-[(4- methoxyphenyl) methylamino] imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]phenyl] methanol 2.8094 3.31 699_0244_0285 556 5-(4- chlorophenyl)-N- (3- pyridylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 3.65935 3.62 699_4003_0160 557 N-[3-[2-[2-(4- pyridyl)ethyl- amino]imidazo [2,1-b][1,3,4] thiadiazol-5- yl]phenyl] acetamide 1.31627 2.54 699_0039_0081 558 N,N-dimethyl-3- [2-[2-(4- pyridyl)ethyl- amino]imidazo [2,1-b][1,3,4] thiadiazol-5- yl]benzamide 0.72142 2.60 699_0039_0349 559 2-methoxy-4-[2- [(4-methoxy- phenyl)methyl- amino]imidazo [2,1-b][1,3,4] thiadiazol-5- yl]phenol 1.77761 3.61 699_0244_0314 560 5-(6-methoxy-3- pyridyl)-N-(3- pyridylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.93804 2.23 699_4003_0311 561 5-(3-chloro-4- fluoro-phenyl)-N- (2-morpholino- ethyl)imidazo [2,1-b][1,3,4] thiadiazol-2- amine 4.81646 3.05 699_0252_0164 562 5-(4-pyridyl)-N- 2-(4- pyridyl)ethyl] imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.42663 2.08 699_0039_0069 563 4-[[5-(6-methoxy- 3-pyridyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-yl]amino] cyclohexanol 1.61261 2.14 699_0240_0311 564 1-[5-[2-(2- morpholinoethyl- amino)imidazo [2,1-b][1,3,4] thiadiazol-5- yl]-2-thienyl] ethanone 3 1.77 699_0252_0066 0 565 N-[3-(3- acetylphenyl)-6- [2-methoxy- phenyl)imidazo [1,2-a]pyridin- 8-yl]acetamide 1.58352 2.61 802_4145_0083 566 N-[3-(3-chloro-4- fluoro-phenyl)-6- [3-(methane- sulfonamido) phenyl]imidazo [1,2-a]pyridin- 8-yl]formamide 2.85911 2.28 788_0164_6488 567 5-(4-pyridyl)-N- (2-thienylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 3.61591 2.93 699_0146_0069 568 N-[3-[2- (cyclohexylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]phenyl] methane- sulfonamide 4.33348 2.68 699_0052_6488 569 3-[2- (isobutylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]benzamide 1.13221 2.60 699_0149_0347 570 3-[2- (cyclopropyl- methylamino) imidazo[2,1-b] [1,3,4]thiadiazol- 5-yl]benzamide 1.94081 2.14 699_4051_0347 571 4-[[5-(3- fluorophenyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-yl]amino] cyclohexanol 2.92063 3.06 699_0240_0313 572 4-[[5-(3,4- dimethoxyphenyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-yl]amino] cyclohexanol 0.48307 2.60 699_0240_0079 573 5-(3-pyridyl)-N- (2-thienylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 1.94173 2.93 699_0146_0071 574 5-(3,4- dimethoxy- phenyl)-N-(4- pyridylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 2.1285 2.70 699_0237_0079 0 575 N-[6-(4- aminophenyl)-3- (4-fluorophenyl) imidazo[1,2-a] pyridin-8- yl]acetamide 5.25032 2.53 802_0339_7917 576 N-[3-(4- fluorophenyl)-6- (1-methylpyrazol- 4-yl)imidazo[1,2- a]pyridin-8- yl]formamide 8.08703 1.73 788_0339_8400 577 2-amino-1-(3- methoxyphenyl) pyrrolo[3,2- b]quinoxaline- 3-carboxamide 1.18486 2.64 DT2012- 0375412 578 N-cyclohexyl-5- (3-fluorophenyl) imidazo[2,1-d] [1,3,4]thiadiazol- 2-amine 4.07753 4.45 699_0052_0313 579 N-(2- furylmethyl)-5- (3-pyridyl)imidazo [2,1-a][1,3,4] thiadiazol-2- amine 3.16405 2.07 699_0144_0071 580 N-(2- furylmethyl)-5- (1-methylpyrazol- 4-yl)imidazo [2,1-b][1,3,4] thiadiazol- 2-amine 5.63578 1.72 699_0144_7468 581 5-(5-methoxy-3- pyridyl)-N-(2- thienylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 0.72859 2.77 699_0146_0196 582 5-(3,4- dimethoxy- phenyl)-N- isobutyl-imidazo [2,1-b][1,3,4] thiadiazol-2- amine 2.74508 3.44 699_0149_0079 583 1-[3-[2-(isobutyl- amino)imidazo [2,1-a][1,3,4] thiadiazol-5- yl]phenyl] ethanone 15.11833 3.31 699_0149_4145 584 N-benzyl-5-(3- pyridyl)imidazo [2,1-b][1,3,4] thiadiazol-2- amine 0.8393 3.01 699_0232_0071 00 585 N-benzyl-5-(5- methoxy-3- pyridyl)imidazo [2,1-b][1,3,4] thiadiazol- 2-amine 0.34323 2.86 699_0232_0196 01 586 5-(3-pyridyl)-N- (tetrahydropyran- 4-ylmethyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 4.84876 1.71 699_0243_0071 02 587 5-(5-methoxy-3- pyridyl)-N- (tetrahydro- pyran-4- ylmethyl)imidazo [2,1-d][1,3,4] thiadiazol- 2-amine 0.38423 1.55 699_0243_0196 03 588 N-[(4- methoxyphenyl) methyl]-5-(5- methoxy-3- pyridyl)imidazo [2,1-3][1,3,4] thiadiazol- 2-amine 9.65333 2.70 699_0244_0196 04 589 N-(o-tolylmethyl)- 5-(3-pyridyl) imidazo[2,1-b] [1,3,4]thiadiazol- 2-amine 1.07729 3.53 699_8074_0071 05 590 1-methyl-N-[4-(4- methylpiperazin- 1-yl)phenyl]-2-[3- (trifluoromethyl) phenyl]pyrrolo [3,2-c]pyridin-6- amine 30 5.51 809_2669_5837_0091 06 591 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 07 592 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 08 593 2-(3- fluorophenyl)-1- methyl-N- pyrimidin-4-yl- pyrrolo[3,2- c]pyridin-6- amine 9.08728 3.49 809_2670_5837_6410 09 594 5-amino-4-(1H- benzimidazol-2- yl)-1-(1,3- benzodioxol-5- yl)-2H-pyrrol-3- one 4.06818 2.64 DT2009- 0160159 0 595 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 596 4-[2-(3,5- dimethoxy- phenyl)-1H- pyrrolo[3,2- c]pyridin-4- yl]morpholine 30 2.59 838_2728_0263_4009 597 N-[4-[[2-(2- methoxyphenyl)- 1H-pyrrolo[3,2- c]pyridin-4-yl] amino]phenyl] acetamide 30 3.54 838_2729_0263_0023 598 2-(2- methoxyphenyl)- 1-methyl-N-[3- (trifluoromethyl) phenyl]pyrrolo [3,2-c]pyridin-4- amine 30 5.40 838_2729_5837_0235 599 8-(2,5-dimethoxy- phenyl)-7-(4- fluorophenyl)-1- methyl-3H-imidazo [1,2-g]purine-2,4- dione [Also listed as: 6-(2,5-dimethoxy- phenyl)-7-(4- fluorophenyl)-4- methyl-purino[7,8- a]imidazole-1,3- dione: 18.44433 2.44 DT2012- 0296118 600 methyl 2-amino- 1-(3-hydroxy- phenyl)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. IUPAC IC50 FYN (con- (prior ID Structure name (M) sensus) No. if any) 1 5-phenyl-3- (3,4,5- trimethoxy- phenyl)- pyridin- 2-amine 1.3061932482 3.34 BF000312489 (382_0087_0061) 2 5-[4-(4- methyl- piperazin- 1-yl)phenyl]- 3-(3,4,5- trimethoxy- phenyl)- pyridin- 2-amine 0.232041699 3.30 BF000312520 (382_0087_0218) 3 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]- phenol 0.525870963 3.04 BF000312527 (382_0087_0284) 4 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]- benzamide 0.4942965 2.19 BF000312539 (382_0087_0347) 5 4-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]- benzamide 0.45785952 2.19 BF000312540 (382_0087_0346) 0 6 3-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-N- (2- hydroxy- ethyl)- benzamide 1.001189887 1.73 BF000312542 (382_0087_0192) 7 5-(4- methyl- sulfonyl- phenyl)- 3-(3,4,5- trimethoxy- phenyl)- pyridin- 2-amine 0.674160478 2.18 BF000312544 8 N-[3-[6- amino-5- (3,4,5- trimethoxy- phenyl)-3- pyridyl]- phenyl]- methane- sulfonamide 0.561599306 1.72 BF000312545 (382_0087_6488) 9 4-[2-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]- phenol 0.2885 3.04 BF000313556 (382_7249_0087) 10 4-[6-amino- 5-(4- hydroxy- phenyl)-3- pyridyl]- benzamide 1.085653826 2.36 BF000313559 11 N-[3-[6- amino-5-(4- hydroxy- phenyl)-3- pyridyl]- phenyl]- acetamide 0.898083782 2.75 BF000313562 (382_7249_0081) 12 4-[2-amino- 5-(4-methyl- sulfonyl- phenyl)-3- pyridyl)- phenol 1.551309576 2.35 BF000313563 (382_7249_0174) 13 N-[3- (dimethyl- amino)- propyl]- 4-[3-(4- hydroxy- phenyl)- imidazo[1,2- a]pyrazin- 6-yl]- benzamide 0.705417706 1.99 BF000333874 14 4-[6-[4-(4- methyl- piperazin-1- yl)phenyl]- imidazo[1,2- a]pyrazin-3- yl]phenol 0.464568962 2.79 BF000333878 (388_0080_0218) 15 N-[2- (dimethyl- amino)- ethyl]-4- [3-(4-hydroxy- phenyl)- imidazo[1,2- a]pyrazin- 6-yl]- benzamide 0.486180008 1.93 BF000333881 0 16 N-(2- hydroxy- ethyl)-4-[3- (4-hydroxy- phenyl)- imidazo[1,2- a]pyrazin-6- yl]benzamide 0.739736615 1.22 BF000333882 (388_0080_0328) 17 N-[3- (dimethyl- amino)- propyl]- 4-[3-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- a]pyrazin-6- yl]benzamide 0.647432877 1.83 BF000334019 (388_0314_0180) 18 N-(2- hydroxy- ethyl)-3-[3-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- a]pyrazin-6- yl]benzamide 1.275657607 1.07 BF000334020 (388_0314_0192) 19 4-[2-amino- 5-[4-(4- methyl- piperazin-1- yl)phenyl]- 3-pyridyl]- phenol 0.520622627 3.47 BF000710044 20 3-[2-(cyclo- propyl- methyl- amino)- imidazo[2, 1-b][1,3,4]- thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.884088514 2.59 BF000714798 (699_4051_0349) 21 5-(5- methoxy-3- pyridyl)-N- (2-thienyl- methyl)- imidazo[2, 1-b][1,3,4]- thiadiazol-2- amine 0.437195357 2.77 BF000714968 (699_0146_0196) 22 4-[[5-(3,4- dimethoxy- phenyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- yl]amino]- cyclohexanol 0.439583985 2.60 BF000717406 (699_0240_0079) 23 3-[2-[(4- hydroxy- cyclohexyl)- amino]- imidazo[2, 1-b][1,3,4]- thiadiazol- 5-yl]-N,N- dimethyl- benzamide 0.288412517 2.22 BF000717418 (699_0240_0349) 24 4-[[5-(5- methoxy-3- pyridyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- yl]amino]- cyclohexanol 0.300821259 1.54 BF000802724 1 2-methoxy- 4-[6-(propyl- amino)- imidazo[1, 2-b]pyridazin- 3-yl]phenol 0.081593995 2.71 BF000147080 0 2 3-(4-pyridyl)- N-(2-thienyl- methyl)-[1,2- a]pyridazin- 6-amine 0.104821372 2.71 BF000145941 3 2-methoxy- 4-[6-(tetra- hydropyran-4- ylamino)- imidazo[1,2- b[pyridazin- 3-yl]phenol 0.112523997 1.79 BF000147168 4 4-[2-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-2- methoxy- phenol 0.115507056 2.88 BF000313035 (382_0314_0087) 5 4-[2-amino- 5-[4-(4- methylpiperazin- 1-yl)phenyl]- 3-pyridyl]-2- methoxy- phenol 0.121074357 3.31 BF000313028 6 2-methoxy- 4-[6-(2- thienyl- methyl- amino)- imidazo[1, 2-b]pyridazin- 3-yl]phenol 0.166284575 3.46 BF000145954 7 N-(3-[6-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- acatamide 0.166802816 3.03 BF000726183 (828_0081_0314) 8 4-[6-(3- hydroxy- propylamino)- imdazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.205976791 1.20 BF000146250 (229_0248_0314) 9 4-[6-amino- 5-(4-hydroxy- 3-methoxy- phenyl)-3- pyridyl]- benzamide 0.214088697 2.20 BF000313038 10 N-propyl-3- (4-pyridyl)- imidazo[1,2- b]pyridazin- 6-amine 0.217345163 1.95 BF000147056 11 N-[2- (dimethyl- amino)ethyl]-4- [3-(4- phenoxy- phenyl)- imidazo[1,2- a]pyrazin- 6-yl]- benzamide 0.22160528 3.74 BF000334031 0 12 2-methoxy- 4-[6-(2- pyridyl- methyl- amino)- imidazo[1,2- b]pyridazin- 3-yl]phenol 0.233047949 2.41 BF000817095 13 N-[3- (dimethyl- amino)- propyl]- 4-[3-(4- phenoxy- phenyl) imidazo[1,2- a]pyrazin-6- yl]benzamide 0.247391087 3.80 BF000816927 14 3-(4- pyridyl)-N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 0.270083246 1.03 BF000817099 15 3-(3,4- dimethoxy- phenyl)-N- propyl- imidazo[1,2- b]pyridazin- 6-amine 0.285138703 2.85 BF000147061 (229_0226_0079) 16 N-(1,3- benzodioxol-5- ylmethyl)-3- (4-pyridyl)- imidazo[1,2- b]pyridazin- 6-amine 0.297126173 2.42 BF000146108 (229_0236_0069) 17 N-[3-[6-(3,4- dimethoxy- phenyl)- imidazo[1,2- a]pyridazin- 3-yl]phenyl]- acatamide 0.313364743 3.18 BF000726345 (828_0081_0079) 18 4-[2-amino- 5-(4-methyl- sulfolyl- phenyl)- 3-pyridyl]-2- methoxy- phenol 0.315744691 2.19 BF000313040 (382_0314_0174) 19 N-[2- (dimethyl- amino)ethyl]- 4-[3-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- a]pyrazin-6- yl]benzamide 0.336758519 1.77 BF000334023 20 3-(1,3- benzodioxol- 5-yl)-N-(2- pyridyl- methyl)- imidazo[1,2- b]pyridazin- 6-amine 0.354989794 2.50 BF000146330 (229_4007_0068) 21 4-[6-amino- 5-(3,4,5- trimethoxy- phenyl)-3- pyridyl]-N- cyclopropyl- benzamide 0.376810127 2.88 BF000312541 (382_0087_7489) 0 22 N-[3-[6- (tetra- hydropyran- 4-ylamino)- imidazo[1,2- b]pyridazin- 3-yl)phenyl]- acetamide 0.396885185 1.49 BF000146155 (229_0242_0081) 23 1-[3-[6- (propyl- amino)- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- ethanone 0.405532058 2.72 BF000147088 (229_0226_4145) 24 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 25 1-[3-[6-(2- thienyl- methyl- amino)- imidazo[1,2- b]pyridazin- 3-yl]phenyl)- ethanone 0.450916544 3.48 BF000145962 (229_0146_4145) 26 N-(2- hydroxy- ethyl)- 4-[3-(4- phenoxy- phenyl)- imidazo- [1,2-a]- pyrazin-6- yl]benzamide 0.463504693 3.03 BF000334032 (388_1029_0328) 27 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) 28 3-(3,4- dimethoxy- phenyl)-N-(2- pyridyl- methyl)- imidazo[1,2- b]pyridazin- 6-amine 0.494462769 2.56 BF000147233 29 N- tetrahydro- pyran-4-yl-3- (3,4,5- trimethoxy- phenyl)- imidazo[1,2- b]pyridazin- 6-amine 0.503383229 1.78 BF000147394 (229_0242_0087) 30 3-[[3-(4- pyridyl)- imidazo[1,2- b]pyridazin- 6-yl]amino]- propan-1-ol 0.538085737 0.44 BF000722253 31 3-[6- (propylamino)- imidazo[1,2- b]pyridazin- 3-yl]phenol 0.59230731 2.86 BF000147075 (229_0226_0284) 0 32 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) 33 (2S)-3- methyl-2- [[3-(4- pyridyl)- imidazo[1,2- b]pyridazin- 6- yl]amino]- butan- 1-ol 0.630941398 1.68 BF000817097 34 1-[3-[6-(3- hydroxy- propyl- amino)- imdazo[1,2- b]pyridazin- 3- yl]phenyl]- ethanone 0.64498853 1.21 BF000817098 35 3-[[3-(1,3- benzodioxol- 5-yl)- imidazo[1,2- b]pyridazin- 6- yl]amino]- propan- 1-ol 0.707789559 1.28 BF000146218 (229_0248_0068) 36 5-[6-(3- (dimethyl- amino)- propoxy]- 3-pyridyl]- 3-(3,4,5- trimethoxy- phenyl)- pyridin- 2-amine 0.709144298 2.64 BF000312521 (382_0087_0002) 37 3-(3,4- dimetboxy- phenyl)-N-(2- thienyl- methyl)- imidazo[1,2- b]pyridazin- 6-amine 0.721406376 3.61 BF000146992 38 3-[[3-(3,4- dimethoxy- phenyl)- imidazo[1,2- b]pyridazin- 6-yl]-amino]- propan-1-ol 0.72516936 1.34 BF000146224 39 N-[3-[6-(4- pyridyl)- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- acetamide 0.740677454 2.27 BF000817142 40 (2S)-2-[[3- (3,4- dimethoxy- phenyl)- imidazo[1,2- b]pyridazin- yl]amino]- 3-methyl- butan-1-ol 0.742215008 2.59 BF000147413 (229_0254_0079) 41 N-[3-[6-[[(1S)-1- (hydroxy- methyl)- 2-methyl- propyl]- amino]- imidazo[1,2- b]pyridazin- 3-yl]- phenyl]acetamide 0.791967537 2.14 BF000146300 (229_0254_0081) 0 42 3-(3-methoxy- phenyl)-N- tetrahydro- pyran-4-yl- imidazo[1,2- b]pyridazin- 6-amine 0.828721524 2.09 BF000146183 (229_0242_4140) 43 3-[3-(4- hydroxy- phenyl)- imidazo[1,2- a]pyrazin-6- yl]-N,N- dimethyl- benzamide 0.870676961 2.14 BF000333343 (388_0080_0349) 44 4-[6-(1,3- benzodioxol-5- ylmethyl- amino)- imidazo[1,2- b]pyridazin- 3-yl]-2- methoxy- phenol 1.308570599 3.17 BF000146126 45 3-(3- aminophenyl)- N- tetrahydro- pyran- 4-yl- imidazo[1,2- b]pyridazin- 6-amine 1.423322773 1.42 BF000146142 (229_0242_0005) 46 1-[3-[6-(1,3- benzodioxol-5- ylmethyl- amino)- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- ethanone 3.189566346 3.19 BF000147140 47 N-(1,3- benzodioxol- 5-ylmethyl)-3- [3,4- dimethoxy- phenyl)- imidazo[1,2- b]pyridazin- 6-amine 6.216010093 3.32 BF000146114 4-[2-amino- 5-(4-piperazin- 1-ylphenyl)-3- pyridyl]-2- methoxy- phenol 0.060908784 2.93 BF000707279 N-benzyl-5- (3-pyridyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- amine 0.633579663 3.01 BF000714845 (699_0232_0071) 3-[2-(benzyl- amino)- imidazo[2,1- b][1,3,4]- thiadiazol- 5-yl]-N,N- dimethyl- benzamide 1.233285044 3.53 BF000714847 (699_0232_0349) N-benzyl-5- (5-methoxy- 3-pyridyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- amine 0.217465905 2.86 BF000714862 (699_0232_0196) 0 5-(5- methoxy-3- pyridyl)-N- (tetra- hydropyran-4- ylmethyl)- imidazo[2,1- b][1,3,4]- thiadiazol- 2-amine 0.292588141 1.55 BF000714923 (699_0243_0196) N-(1,3- benzodioxol-5- ylmethyl)-5- (5-methoxy- 3-pyridyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- amine 0.289073347 2.48 BF000714981 (699_0236_0196) N,N- dimethyl-3- [2-(tetra- hydropyran-4- ylmethyl- amino)- imidazo[2,1- b][1,3,4]- thiadiazol-5- yl]benzamide 1.363919415 2.23 BF000715802 (699_0243_0349) 3-[2-(1,3- benzodioxol-5- ylmethyl- amino)- imidazo[2,1- b][1,3,4]- thiadiazol-5-yl]- N,N- dimethyl- benzamide 1.925583132 3.15 BF000717214 2-methoxy- 4-[2- (tetrahydro- pyran- 4-ylmethyl- amino)- imidazo[2,1- b][1,3,4]- thiadiazol-5- yl]phenol 0.710456332 2.47 BF000717555 (699_0243_0314) 3-[3-[3- hydroxy- methyl)- phenyl]- imidazo[1,2- b]pyridazin- 6-yl]phenol 1.166257347 3.18 BF000726195 (828_0291_0284) N-[3-[3-(3- acetamido- phenyl)- imidazo[1,2- b]pyridazin- 6-yl]phenyl]- acetamide 0.647620035 2.73 BF000726346 (828_0081_0081) 3-[6-(4- pyridyl)- imidazo[1,2- b]pyridazin- 3-yl]phenol 0.342140497 2.73 BF000726352 (828_0284_0069) [3-[6-(4- pyridyl)- imidpzo[1,2- b]pyridazin- 3-yl]phenyl]- methanol 0.972914631 2.27 BF000726364 [3-[6-(3,4- dimethoxy- phenyl)- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- methanol 0.892824216 3.17 BF000726366 (828_0291_0079) 00 N-[3-[3-[3- (hydroxy- methyl) phenyl]- imidazo[1, 2-b]pyridazin- 6-yl]phenyl]- acetamide 1.516622765 2.72 BF000726367 (828_0291_0081) 01 4-[6-(3,4- dimethoxy- phenyl)- imidazo[l,2- b]pyridazin- 3-yl]-2- methoxy- phenol 0.039407867 3.48 BF000726453 (828_0314_0079) 02 N-[3-[3-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- b]pyridazin- 6-yl]phenyl]- acetamide 0.103548636 3.03 BF000726454 (828_0314_0081) 03 1-[3-[6-[3- (hydroxy- methyl)- phenyl]- imidazo[1,2- b]pyridazin- 3-yl]phenyl]- ethanone 0.290543095 3.04 BF000726471 (828_4145_0291) 04 4-[6-[4- (hydroxy- methyl)- phenyl]- imidazo[1, 2-b]pyridazin- 3-yl]-2- methoxy- phenol 0.061804045 3.02 BF000726486 828.0314_0285) 05 4-[6-[3- (hydroxy- methyl)- phenyl]- imidazo[1, 2-b]pyridazin- 3-yl]-2- methoxy- phenol 0.062959987 3.02 BF000726487 (828_0314_0291) 06 2-methoxy- 4-[6-(4- pyridyl)- imidazo[1,2- b]pyridazin- 3-yl]phenol 0.079413853 2.57 BF000817169 07 3-(4-pyridyl)- N-(2- pyridyl- methyl)- imidazo[1,2- b]pyridazin- 6-amine 0.170100794 1.66 BF000817170 08 3,5- bis(3,4,5- trimethoxy- phenyl)- pyridin-2- amine 0.08540726 2.87 BF000817175 09 4-[2-amino- 5-[4-4- isopropyl- piperazin-1- yl)phenyl]-3- pyridyl]-2- methoxy- phenol 0.078146017 4.08 BF000817185 0 4-[3-(4- hydroxy-3- methoxy- phenyl)- imidazo[1,2- b]pyridazin- 6-yl]-2- methoxy- phenol 0.02944792 3.33 BF000817186 [3-[3-[3- (hydroxy- methyl)- phenyl]- imidazo[1, 2-b]pyridazin- 6-yl]phenyl]- methanol 0.828494158 2.72 BF000817188 5-(3,4- dimethoxy- phenyl)-N- (tetra- hydropyran-4- ylmethyl)- imidazo[2,1- b][1,3,4]- thiadiazol-2- amine 1.026007749 2.61 BF000817208 N-[3-[6-[3- (hydroxy- methyl)- phenyl]- imidazo[1, 2-b]pyridazin- 3-yl]phenyl]- acetamide 0.435155145 2.72 BF000817329 4-[2-amino- 5-(4- morpholino- phenyl)-3- pyridyl]-2- methoxy- phenol 0.212232208 3.24 BF000817413 5-[6-amino- 5-[4-(4- methyl- piperazin- 1-yl)phenyl]- 3-pyridyl]-2- methoxy- phenol 9.65 3.31 BF000817418