Identification of chemically diverse Chk1 inhibitors by receptor-based virtual screening

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 14, 2006, Pages 4792-4802

  Foloppe, Nicolas ^a   Fisher, Lisa M ^a   Howes, Rob ^a   Potter, Andrew ^a   Robertson, Alan G S ^a   Surgenor, Allan E ^a  

^a Vernalis PLC   (United Kingdom)

Author keywords

Docking; Drug design; Oncology; Virtual screening; X ray crystallography

Indexed keywords

CHECKPOINT KINASE 1; PHOSPHOTRANSFERASE INHIBITOR;

ARTICLE; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG POTENCY; DRUG SELECTIVITY; LIGAND BINDING; X RAY CRYSTALLOGRAPHY;

ADENOSINE TRIPHOSPHATE; BINDING SITES; BINDING, COMPETITIVE; CRYSTALLOGRAPHY, X-RAY; DRUG EVALUATION, PRECLINICAL; HUMANS; LIGANDS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTEIN KINASE INHIBITORS; PROTEIN KINASES; USER-COMPUTER INTERFACE;

EID: 33747254345     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.03.021     Document Type: Article

References (83)

1. Sanchez Y., Wong C., Thoma R.S., Richman R., Wu Z., et al. Science 277 (1977) 1497-1501
2. Melo J., and Toczyski D. Curr. Opin. Cell Biol. 14 (2002) 237-245
3. Rhind N., and Russell P. J. Cell Sci. 113 (2000) 3889-3896
4. Chen Z., Xiao Z., Chen J., Ng S.-C., Sowin T., et al. Mol. Cancer Ther. 2 (2003) 543-548
5. Liu Q., Guntuku S., Cui X.S., Matsuoka S., Cortez D., et al. Genes Dev. 14 (2000) 2448-2459
6. Zachos G., Rainey M.D., and Gillespie D.A.F. EMBO J. 22 (2003) 713-723
7. Luo Y., Rockow-Magone S.K., Kroeger P.E., Frost L., Chen Z., et al. Neoplasia 3 (2001) 411-419
8. Lopez-Girona A., Tanaka K., Chen X.-B., Baber B.A., McGowan C.H., et al. Proc. Natl. Acad. Sci. U.S.A. 98 (2001) 11289-11294
9. Curman D., Cinel B., Williams D.E., Rundle N., Block W.D., et al. J. Biol. Chem. 21 (2001) 17914-17919
10. Furnari B., Rhind N., and Russell P. Science 277 (1997) 1495-1497
11. Li Q., and Zhu G.-D. Curr. Top. Med. Chem. 2 (2002) 939-971
12. Tenzer A., and Pruschy M. Curr. Med. Chem. 3 (2003) 35-46
13. Sausville E.A., Arbuck S.G., Messmann R., Headlee D., Lush R.D., et al. J. Clin. Oncol. 19 (2001) 2319-2333
14. Senderowicz A.M. The Oncologist 7 (2002) 12-19
15. Graves P.R., Yu L., Schwarz J.K., Gales J., Sausville E.A., et al. J. Biol. Chem. 275 (2000) 5600-5605
16. Busby E.C., Leistritz D.F., Abraham R.T., Karnitz L.M., and Sarkaria J.N. Cancer Res. 60 (2000) 2108-2112
17. Jackson J.R., Gilmartin A., Imburgia C., Winkler J.D., Marshall L.A., et al. Cancer Res. 60 (2000) 566-572
18. Zhao B., Bower M.J., McDevitt P.J., Zhao H., Davis S.T., et al. J. Biol. Chem. 277 (2002) 46609
19. Lyne P.D., Kenny P.W., Cosgrove D.A., Deng C., Zabludoff S., et al. J. Med. Chem. 47 (2004) 1962-1968
20. Kawabe T. Mol. Cancer Ther. 3 (2004) 513-519
21. Eastman A., Kohn E.A., Brown M.K., Rathman J., Livingstone M., et al. Mol. Cancer Ther. 1 (2002) 1067-1078
22. Roberge M., Berlinck R.G.S., Xu L., Anderson H.J., Lim L.Y., et al. Cancer Res. 58 (1998) 5701-5706
23. Kohn E.A., Yoo C.J., and Eastman A. Cancer Res. 63 (2003) 31-35
24. Kania, R. S.; Bender, S. L.; Borchardt, A.; Braganza, J .F.; Cripps, S. J. et al. Patent WO 0102369, 2001.
25. Foloppe N., Fisher L.M., Howes R., Kierstan P., Potter A., et al. J. Med. Chem. 48 (2005) 4332-4345
26. Wang G., Li G., Mantei R.A., Chen Z., Kovar P., et al. J. Med. Chem. 48 (2005) 3118-3121
27. Lin N.-H., Xia P., Kovar P., Park C., Chen Z., et al. Bioorg. Med. Chem. Lett. 16 (2006) 421-426
28. Chen P., Luo C., Deng Y., Ryan K., Register J., et al. Cell 100 (2000) 681-692
29. Schneider G., and Böhm H.J. Drug Discovery Today 7 (2002) 64-70
30. Abagayan R., and Totrov M. Curr. Opin. Chem. Biol. 5 (2001) 375-382
31. Barril X., Hubbard R.E., and Morley D. Mini-Rev. Med. Chem. 4 (2004) 779-791
32. Kitchen D.B., Decornez H., Furr J.R., and Bajorath J. Nat. Rev. Drug Discovery 3 (2004) 935-949
33. Böhm H.J., and Stahl M. Rev. Comput. Chem. 3 (2002) 41-87
34. DesJarlais R.L., Seibel G.L., Kuntz I.D., Furth P.S., Alvarez J.C., et al. Proc. Natl. Acad. Sci. U.S.A. 87 (1990) 6644-6648
35. Grüneberg S., Stubbs M.T., and Klebe G. J. Med. Chem. 45 (2002) 3588-3602
36. Schoichet B.K., Stroud R.M., Santi D.V., Kuntz I.D., and Perry K.M. Science 259 (1993) 1445-1450
37. Foloppe N., Chen I., Davis B., Hold A., Morley D., et al. Bioorg. Med. Chem. 12 (2004) 935-947
38. Knowles D. Curr. Drug Discovery (2002) 31-35
39. Baurin N., Baker R., Richardson C., Chen I., Foloppe N., et al. J. Chem. Inf. Comput. Sci. 44 (2004) 643-651
40. Foloppe N., Fisher L.M., Francis G., Howes R., Kierstan P., et al. Bioorg. Med. Chem. 14 (2006) 1792-1804
41. Hann M.M., Leach A.R., and Harper G. J. Chem. Inf. Comput. Sci. 41 (2001) 856-864
42. Oprea T.I., Davis A.M., Teague S.J., and Leeson P.D. J. Chem. Inf. Comput. Sci. 41 (2001) 1308-1315
43. Lipinski C.A., Lombardo F., Dominy B.W., and Feeney P.J. Adv. Drug Delivery Rev. 23 (1997) 3-25
44. Charifson P.S., and Walters W.P. J. Comput. Aided Mol. Des. 16 (2002) 311-323
45. Rishton G.M. Drug Discovery Today 8 (2003) 86-96
46. Morley S.D., and Afshar M. J. Comput. Aided Mol. Des. 18 (2004) 189-208
47. Morley, D. in preparation.
48. .
49. Jones G., Willett P., and Glen R.C. J. Comput. Aided Mol. Des. 9 (1995) 532-549
50. Labute P., and Williams C. J. Med. Chem. 44 (2001) 1483-1490
51. Sheridan R.P., and Kearsley S.K. Drug Discovery Today 7 (2002) 903-911
52. Lengauer T., Lemmen C., Rarey M., and Zimmermann M. Drug Discovery Today 1 (2004) 27-34
53. Noble M.E., Endicott J.A., and Johnson L.N. Science 303 (2004) 1800-1805
54. Polgár T., Baki A., Szendrei G.I., and Keseru G.M. J. Med. Chem. 48 (2005) 7946-7959
55. Steiner T. New J. Chem. (1998) 1099-1103
56. Pierce A.C., Sandretto K.L., and Bemis G.W. Proteins 49 (2002) 567-576
57. Merlot C., Domine D., Cleva C., and Church D.J. Drug Discovery Today 8 (2003) 594-602
58. Wildman S.A., and Crippen G.M. J. Chem. Inf. Comput. Sci. 39 (1999) 868-873
59. Russom C.L., Bradbury S.P., Broderius S.J., Hammermeister D.E., and Drummond R.A. Environ. Toxicol. Chem. 16 (1997) 948-967
60. Agrawal V.K., and Khadikar P.V. Bioorg. Med. Chem. 9 (2001) 3035-3040
61. Kalgutkar A.S., Gardner I., Obach R.S., Shaffer C.L., Callegari E., et al. Curr. Drug Metab. 6 (2005) 161-255
62. Toledo L.M., Lydon N.B., and Elbaum D. Curr. Med. Chem. 6 (1999) 775-805
63. Williams D.H., and Mitchell T. Curr. Opin. Pharmacol. 2 (2002) 567-573
64. Chen P., Gatei M., O'Connell M.J., Khanna K.K., Bugg S.J., et al. Oncogene 18 (1999) 249-256
65. Greenwood D. Antimicrobial Chemotherapy (2000), Oxford University Press, Oxford
66. Stahl M., and Bohm H.J. J. Mol. Graph. Mod. 16 (1998) 121-132
67. Bridges A.J. Chem. Rev. 101 (2001) 2541-2571
68. Scapin G. Drug Discovery Today 7 (2002) 601-611
69. Jones G., Willett P., and Glen R.C. J. Mol. Biol. 245 (1995) 43-53
70. Kramer B., Rarey M., and Lengauer T. Proteins 37 (1999) 228-241
71. Friesner R.A., Banks J.L., Murphy R.B., Halgren T.A., Klicic J.J., et al. J. Med. Chem. 47 (2004) 1739-1749
72. Nissink J.W.M., Myrray C., Hartshorn M., Verdonk M.L., Cole J.C., et al. Proteins 49 (2002) 457-471
73. Perola E., and Charifson P.S. J. Med. Chem. 47 (2004) 2499-2510
74. Hünenberger P.H., Helms V., Narayana N., Taylor S.S., and McCammon J.A. Biochemistry 38 (1999) 2358-2366
75. Davis A.M., and Teague S.J. Angew. Chem. Int. Ed. 38 (1999) 736-749
76. Gasteiger J., Rudolph C., and Sadowski J. Tetrahedron Comput. Methodol. 3 (1990) 537-547
77. Berman H.M., Westbrook J., Feng Z., Gilliland G., Bhat T.N., et al. Nucleic Acids Res. 28 (2000) 235-242
78. MacKerell Jr. A.D., Bashford D., Bellott M., Dunbrack Jr. R.L., Evanseck J.D., et al. J. Phys. Chem. B 102 (1998) 3586-3616
79. Halgren T. J. Comput. Chem. 17 (1996) 490-519
80. .
81. .
82. .
83. .