Synthesis and docking study of 2-phenylaminopyrimidine Abl tyrosine kinase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 23, 2011, Pages 6964-6968

  Lü, Shuang ^a   Luo, Qun ^a   Hao, Xiang ^a   Li, Xianchan ^a   Ji, Liyun ^a   Zheng, Wei ^a   Wang, Fuyi ^a  

^a INSTITUTE OF CHEMISTRY   (China)

Author keywords

Abl kinase; Docking analysis; Imatinib analogs; Synthesis; Virtual screening

Indexed keywords

3 (SULFURMETHYL) N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]BENZAMIDE; 3,4 DINITROSO N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]BENZAMIDE; 4 AMINO N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]BENZAMIDE; 4 NITRO N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]BENZAMIDE; ABELSON KINASE INHIBITOR; N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]BENZAMIDE; N[4 METHYL 3 [4 (PYRIDINE 3 YL)PYRIMIDIN 2 YLAMINO]PHENYL]PICOLINAMIDE; PROTEIN TYROSINE KINASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; CRYSTAL STRUCTURE; DRUG BINDING; DRUG DESIGN; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; HYDROGEN BOND; MASS SPECTROMETRY; MOLECULAR DOCKING; MOLECULAR MODEL;

CRYSTALLOGRAPHY, X-RAY; ENZYME ACTIVATION; HYDROGEN BONDING; MASS SPECTROMETRY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PIPERAZINES; PROTEIN KINASE INHIBITORS; PROTO-ONCOGENE PROTEINS C-ABL; PYRIMIDINES;

EID: 80255129353     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.09.127     Document Type: Article

References (19)

1. B. Nagar, O. Hantschel, M.A. Young, K. Scheffzek, D. Veach, V. Bornmann, B. Clarkson, G. Superti-Furga, and J. Kuriyan Cell 112 2003 859
2. J. Zimmermann, E. Buchdunger, H. Mett, T. Meyer, and N.B. Lydon Bioorg. Med. Chem. Lett. 7 1997 187
3. T. Schindler, W. Bornmann, P. Pellicena, W.T. Miller, B. Clarkson, and J. Kuriyan Science 289 2000 1938
4. P.W. Manley, S.W. Cowan-Jacob, E. Buchdunger, D. Fabbro, G. Fendrich, P. Furet, T. Meyer, and J. Zimmermann Eur. J. Cancer 38 2002 S19
5. B. Nagar, W.G. Bornmann, P. Pellicena, T. Schindler, D.R. Veach, W.T. Miller, B. Clarkson, and J. Kuriyan Cancer Res. 62 2002 4236
6. M.V. Blagosklonny Leukemia 16 2002 570
7. E. Weisberg, P. Manley, J. Mestan, S. Cowan-Jacob, A. Ray, and J.D. Griffin Br. J. Cancer 94 2006 1765
8. E. Weisberg, P.W. Manley, W. Breitenstein, J. Bruggen, S.W. Cowan-Jacob, A. Ray, B. Huntly, D. Fabbro, G. Fendrich, E. Hall-Meyers, A.L. Kung, J. Mestan, G.Q. Daley, L. Callahan, L. Catley, C. Cavazza, A. Mohammed, D. Neuberg, R.D. Wright, D.G. Gilliland, and J.D. Griffin Cancer Cell 7 2005 129
9. A. Katsoulas, Z. Rachid, J.P. McNamee, C. Williams, and B.J. Jean-Claude Mol. Cancer Ther. 7 2008 1033
10. W.S. Huang, X.T. Zhu, Y.H. Wang, M. Azam, D. Wen, R. Sundaramoorthi, R.M. Thomas, S. Liu, G. Banda, S.P. Lentini, S. Das, Q.H. Xu, J. Keats, F. Wang, S. Wardwell, Y.Y. Ning, J.T. Snodgrass, M.I. Broudy, K. Russian, G.Q. Daley, J. Iuliucci, D.C. Dalgarno, T. Clackson, T.K. Sawyer, and W.C. Shakespeare J. Med. Chem. 52 2009 4743
11. G.M. Keseru J. Comput. Aided Mol. Des. 15 2001 649
12. V. Aparna, G. Rambabu, S.K. Panigrahi, J. Sarma, and G.R. Desiraju J. Chem. Inf. Model. 45 2005 725
13. R.X. Wang, Y.P. Lu, and S.M. Wang J. Med. Chem. 46 2003 2287
14. A.A.S. Juan J. Mol. Graphics Modell. 26 2007 482
15. C. Bissantz, G. Folkers, and D. Rognan J. Med. Chem. 43 2000 4759
16. Y.F. Liu, C.L. Wang, Y.J. Bai, N. Han, J.P. Jiao, and X.L. Qi Org Process Res. Dev. 12 2008 490
17. S. Lü, Q. Luo, X.C. Li, J.H. Wu, J.A. Liu, S.X. Xiong, Y.Q. Feng, and F.Y. Wang Analyst 135 2010 2858
18. S.W. Cowan-Jacob, G. Fendrich, A. Floersheimer, P. Furet, J. Liebetanz, G. Rummel, P. Rheinberger, M. Centeleghe, D. Fabbro, and P.W. Manley Acta Crystallogr., Sect. D 63 2007 80
19. J.H. Zheng, D.R. Knighton, L.F. Teneyck, R. Karlsson, N.H. Xuong, S.S. Taylor, and J.M. Sowadski Biochemistry (Mosc) 32 1993 2154