Pharmacophore modeling and virtual screening for the discovery of new transforming growth factor-β type I receptor (ALK5) inhibitors

European Journal of Medicinal Chemistry

Volumn 44, Issue 11, 2009, Pages 4259-4265

  Ren, Ji Xia ^a   Li, Lin Li ^a   Zou, Jun ^a   Yang, Li ^a   Yang, Jin Liang ^a   Yang, Sheng Yong ^a  

^a SICHUAN UNIVERSITY   (China)

Author keywords

Catalyst; Kinase inhibitor; Pharmacophore modeling; Transforming growth factor type I receptor; Virtual screening

Indexed keywords

PROTEIN SERINE THREONINE KINASE INHIBITOR; TRANSFORMING GROWTH FACTOR BETA RECEPTOR 1; TRANSFORMING GROWTH FACTOR BETA RECEPTOR 1 INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CRYSTAL STRUCTURE; DRUG BINDING; HYDROGEN BOND; HYDROPHOBICITY; IC 50; PHARMACOPHORE; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

COMPUTER SIMULATION; DRUG DESIGN; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTEIN BINDING; PROTEIN KINASE INHIBITORS; PROTEIN-SERINE-THREONINE KINASES; RECEPTORS, TRANSFORMING GROWTH FACTOR BETA; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 70349972385     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2009.07.008     Document Type: Article

References (41)

1. Plum J., De Smedt M., Leclercq G., and Vandekerckhove B. J. Immunol. 154 (1995) 5789-5798
2. Wahl S.M., Swisher J., McCartney-Francis N., and Chen W. J. Leukoc. Biol. 76 (2004) 15-24
3. Wu D.T., Bitzer M., Ju W., Mundel P., and Bottinger E.P. J. Am. Soc. Nephrol. 16 (2005) 3211-3221
4. Derynck R., Zhang Y., and Feng X.-H. Cell 95 (1998) 737-740
5. Yingling J.M., Blanchard K.L., and Sawyer J.S. Nat. Rev. Drug Discov. 3 (2004) 1011-1022
6. Border W.A., and Noble N.A. N. Engl. J. Med. 331 (1994) 1286-1292
7. Kanzler S., Lohse A.W., Keil A., Henninger J., Dienes H.P., Schirmacher P., Rose-John S., Meyer Zum Buschenfelde K.H., and Blessing M. Am. J. Physiol. Gastrointest. Liver Physiol. 276 (1999) G1059-G1068
8. Kanamaru Y., Nakao A., Mamura M., Suzuki Y., Shirato I., Okumura K., Tomino Y., and Ra C. J. Immunol. 166 (2001) 2818-2823
9. Bergeron A., Soler P., Kambouchner M., Loiseau P., Milleron B., Valeyre D., Hance A.J., and Tazi A. Eur. Respir. J. 22 (2003) 69-76
10. Schramm C., Protschka M., Kohler H.H., Podlech J., Reddehase M.J., Schirmacher P., Galle P.R., Lohse A.W., and Blessing M. Am. J. Physiol. Gastrointest. Liver Physiol. 284 (2003) G525-G535
11. Gregg R.K., Jain R., Schoenleber S.J., Divekar R., Bell J.J., Lee H.-H., Yu P., and Zaghouani H. J. Immunol. 173 (2004) 7308-7316
12. Moutsopoulos N.M., Wen J., and Wahl S.M. Curr. Opin. Immunol. 20 (2008) 234-240
13. Luwor R.B., Kaye A.H., and Zhu H.-J. J. Clin. Neurosci. 15 (2008) 845-855
14. Qi Z., Atsuchi N., Ooshima A., Takeshita A., and Ueno H. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 2345-2349
15. Karlsson G., Liu Y., Larsson J., Goumans M.-J., Lee J.-S., Thorgeirsson S.S., Ringner M., and Karlsson S. Physiol. Genomics 21 (2005) 396-403
16. Laping N.J., Everitt J.I., Frazier K.S., Burgert M., Portis M.J., Cadacio C., Gold L.I., and Walker C.L. Clin. Cancer Res. 13 (2007) 3087-3099
17. Laping N.J., and Huet S. In: ten Dijke P., and Heldin C.-H. (Eds). Smad Signal Transduction (2006), Springer, The Netherlands 443-459
18. Suzuki E., Kim S., Cheung H.-K., Corbley M.J., Zhang X., Sun L., Shan F., Singh J., Lee W.-C., Albelda S.M., and Ling L.E. Cancer Res. 67 (2007) 2351-2359
19. Fu K., Corbley M.J., Sun L., Friedman J.E., Shan F., Papadatos J.L., Costa D., Lutterodt F., Sweigard H., Bowes S., Choi M., Boriack-Sjodin P.A., Arduini R.M., Sun D., Newman M.N., Zhang X., Mead J.N., Chuaqui C.E., Cheung H.-K., Zhang X., Cornebise M., Carter M.B., Josiah S., Singh J., Lee W.-C., Gill A., and Ling L.E. Arterioscler. Thromb. Vasc. Biol. 28 (2008) 665-671
20. Lahn M., Berry B., Kloeker S., and Yingling J. In: ten Dijke P., and Heldin C.-H. (Eds). Smad Signal Transduction (2006), Springer, The Netherlands 415-442
21. Callahan J.F., Burgess J.L., Fornwald J.A., Gaster L.M., Harling J.D., Harrington F.P., Heer J., Kwon C., Lehr R., Mathur A., Olson B.A., Weinstock J., and Laping N.J. J. Med. Chem. 45 (2002) 999-1001
22. Yakymovych I., Engstrom U., Grimsby S., Heldin C.H., and Souchelnytskyi S. Biochemistry 41 (2002) 11000-11007
23. Sawyer J.S., Anderson B.D., Beight D.W., Campbell R.M., Jones M.L., Herron D.K., Lampe J.W., McCowan J.R., McMillen W.T., Mort N., Parsons S., Smith E.C.R., Vieth M., Weir L.C., Yan L., Zhang F., and Yingling J.M. J. Med. Chem. 46 (2003) 3953-3956
24. N. Dodic, F.J. Gellibert, Patent WO 0413135, 2004.
25. Gellibert F.O., Woolven J., Fouchet M.H., Mathews N., Goodland H., Lovegrove V., Laroze A., Nguyen V.L., Sautet S., Wang R.L., Janson C., Smith W., Krysa G., Boullay V., de Gouville A.C., Huet S., and Hartley D. J. Med. Chem. 47 (2004) 4494-4506
26. Li H.Y., Wang Y., Yan L., Campbell R.M., Anderson B.D., Wagner J.R., and Yingling J.M. Bioorg. Med. Chem. Lett. 14 (2004) 3585-3588
27. Sawyer J.S., Beight D.W., Britt K.S., Anderson B.D., Campbell R.M., Goodson T., Herron D.K., Li H.Y., McMillen W.T., Mort N., Parsons S., Smith E.C.R., Wagner J.R., Yan L., Zhang F.M., and Yingling J.M. Bioorg. Med. Chem. Lett. 14 (2004) 3581-3584
28. Gellibert F., de Gouville A.C., Woolven J., Mathews N., Nguyen V.L., Bertho-Ruault C., Patikis A., Grygielko E.T., Laping N.J., and Huet S. J. Med. Chem. 49 (2006) 2210-2221
29. Li H.Y., Wang Y., Heap C.R., King C.H.R., Mundla S.R., Voss M., Clawson D.K., Yan L., Campbell R.M., Anderson B.D., Wagner J.R., Britt K., Lu K.X., McMillen W.T., and Yingling J.M. J. Med. Chem. 49 (2006) 2138-2142
30. Kim D.K., Jang Y., Lee H.S., Park H.J., and Yoo J. J. Med. Chem. 50 (2007) 3143-3147
31. Lipinski C.A. J. Pharmacol. Toxicol. Methods 44 (2000) 235-249
32. Singh J., Chuaqui C.E., Boriack-Sjodin P.A., Lee W.C., Pontz T., Corbley M.J., Cheung H.K., Arduini R.M., Mead J.N., Newman M.N., Papadatos J.L., Bowes S., Josiah S., and Ling L.E. Bioorg. Med. Chem. Lett. 13 (2003) 4355-4359
33. Wang H.Y., Cao Z.X., Li L.L., Jiang P.D., Zhao Y.L., Luo S.D., Yang L., Wei Y.Q., and Yang S.Y. Bioorg. Med. Chem. Lett. 18 (2008) 4972-4977
34. Xu G., Searle L.L., Hughes T.V., Beck A.K., Connolly P.J., Abad M.C., Neeper M.P., Struble G.T., Springer B.A., Emanuel S.L., Gruninger R.H., Pandey N., Adams M., Moreno-Mazza S., Fuentes-Pesquera A.R., Middleton S.A., and Greenberger L.M. Bioorg. Med. Chem. Lett. 18 (2008) 3495-3499
35. Zou J., Xie H.-Z., Yang S.-Y., Chen J.-J., Ren J.-X., and Wei Y.-Q. J. Mol. Graph. Model. 27 (2008) 430-438
36. Yu H., Wang Z., Zhang L., Zhang J., and Huang Q. Chem. Biol. Drug Des. 69 (2007) 204-211
37. Lu I.L., Tsai K.-C., Chiang Y.-K., Jiaang W.-T., Wu S.-H., Mahindroo N., Chien C.-H., Lee S.-J., Chen X., Chao Y.-S., and Wu S.-Y. Eur. J. Med. Chem. 43 (2008) 1603-1611
38. Brooks B.R., Bruccoleri R.E., Olafson B.D., States D.J., Swaminathan S., and Karplus M. J. Comput. Chem. 4 (1983) 187-217
39. Debnath A.K. J. Med. Chem. 45 (2002) 41-53
40. Venkatachalam C.M., Jiang X., Oldfield T., and Waldman M. J. Mol. Graph. Model. 21 (2003) 289-307
41. Deng X.Q., Wang H.Y., Zhao Y.L., Xiang M.L., Jiang P.D., Cao Z.X., Zheng Y.Z., Luo S.D., Yu L.T., Wei Y.Q., and Yang S.Y. Chem. Biol. Drug Des. 71 (2008) 533-539