Human kallikrein 6 inhibitors with a para-amidobenzylanmine P1 group identified through virtual screening

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 7, 2012, Pages 2450-2455

  Liang, Guyan ^a   Chen, Xin ^a   Aldous, Suzanne ^a   Pu, Su Fen ^a   Mehdi, Shujaath ^a   Powers, Elaine ^a   Xia, Tianhui ^a,b   Wang, Rachel ^a  

^a SANOFI   (France)

^b GenScript Inc   (United States)

Author keywords

Human kallikrein 6; Inhibitor; Molecular modeling; MS; Serine protease; Virtual screening; X ray crystallography

Indexed keywords

APOPROTEIN; BENZAMIDE DERIVATIVE; BENZYL DERIVATIVE; KALLIKREIN 6; SERINE PROTEINASE INHIBITOR;

ARTICLE; DRUG DETERMINATION; DRUG SCREENING; HUMAN; MODEL; PROTEIN FOLDING; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

BENZAMIDES; BENZYLAMINES; BINDING SITES; COMPUTER SIMULATION; CRYSTALLOGRAPHY, X-RAY; HUMANS; KALLIKREINS; MODELS, MOLECULAR; PROTEIN BINDING; PROTEIN FOLDING; PROTEIN STRUCTURE, TERTIARY; SERINE PROTEINASE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84862778526     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2012.02.014     Document Type: Article

References (39)

1. A.J. Barrett, D.P. Tolle, and N.D. Rawlings Biol. Chem. 384 2003 873
2. G.M. Yousef, and E.P. Diamandis Endocr. Rev. 22 2001 184
3. A. Lundwall, V. Band, M. Blaber, J.A. Clements, Y. Courty, E.P. Diamandis, H. Fritz, H. Lilja, J. Malm, L.J. Maltais, A.Y. Olsson, C. Petraki, A. Scorilas, G. Sotiropoulou, U.-H. Stenman, C. Stephan, M. Talieri, and G.M. Yousef Biol. Chem. 387 2006 637
4. A. Lundwall, and M. Brattsand Cell. Mol. Life Sci. 65 2008 2019
5. J. Chao Handbook of Proteolytic Enzymes; 2nd ed Elsevier Academic Press 2 2004 1577
6. E.P. Diamandis, A. Okui, S. Mitsui, L.-Y. Luo, A. Soosaipillai, L. Grass, T. Nakamura, D.J.C. Howarth, and N. Yamaguchi Cancer Res. 62 2002 295
7. E.P. Diamandis, G.M. Yousef, L.Y. Luo, A. Magklara, and C.V. Obiezu Trends Endocrinol. Metabol. 11 2000 54
8. L.-Y. Luo, S.J.C. Shan, M.B. Elliott, A. Soosaipillai, and E.P. Diamandis Clin. Cancer Res. 12 2006 742
9. K. Oikonomopoulou, I. Batruch, C.R. Smith, A. Soosaipillai, E.P. Diamandis, and M.D. Hollenberg Biol. Chem. 391 2010 381
10. A.M. LeBeau, M. Kostova, C.S. Craik, and S.R. Denmeade Biol. Chem. 391 2010 333
11. J.L.V. Shaw, and E.P. Diamandis Biol. Chem. 389 2008 1409
12. G. Pampalakis, and G. Sotiropoulou Biochim. Biophys. Acta Rev. Cancer 1776 2007 22
13. Z. Xi, T.I. Klokk, K. Korkmaz, P. Kurys, C. Elbi, B. Risberg, H. Danielsen, M. Loda, and F. Saatcioglu Cancer Res. 64 2004 2365
14. E.P. Diamandis, G.M. Yousef, A.R. Soosaipillai, L. Grass, A. Porter, S. Little, and G. Sotiropoulou Clin. Biochem. 33 2000 369
15. G.M. Yousef, T. Kishi, and E.P. Diamandis Clin. Chim. Acta 329 2003 1
16. J.L.V. Shaw, and E.P. Diamandis Clin. Chem. (Washington, DC, United States) 53 2007 1423
17. S.I. Blaber, H. Yoon, I.A. Scarisbrick, M. Aparecida Juliano, and M. Blaber Biochemistry 46 2007 5209
18. I.A. Scarisbrick, S.I. Blaber, C.F. Lucchinetti, C.P. Genain, M. Blaber, and M. Rodriguez Brain 125 2002 1283
19. S.I. Blaber, B. Ciric, G.P. Christophi, M.J. Bernett, M. Blaber, M. Rodriguez, and I.A. Scarisbrick FASEB J. 18 2004 920
20. S.I. Blaber, I.A. Scarisbrick, M.J. Bernett, P. Dhanarajan, M.A. Seavy, Y. Jin, M.A. Schwartz, M. Rodriguez, and M. Blaber Biochemistry 41 2002 1165
21. L.-Y. Luo, and W. Jiang Biol. Chem. 387 2006 813
22. R. Geiger, U. Stuckstedte, B. Clausnitzer, and H. Fritz Hoppe Seylers Z. Physiol. Chem. 362 1981 317
23. C.A. Borgono, I.P. Michael, J.L.V. Shaw, L.-Y. Luo, M.C. Ghosh, A. Soosaipillai, L. Grass, D. Katsaros, and E.P. Diamandis J. Biol. Chem. 282 2007 2405
24. R.W. Sealock, and M. Laskowski Jr. Biochemistry 8 1969 3703
25. H.K. Song, and S.W. Suh J. Mol. Biol. 275 1998 347
26. J. Koepke, U. Ermler, E. Warkentin, G. Wenzl, and P. Flecker J. Mol. Biol. 298 2000 477
27. G. Lin, W. Bode, R. Huber, C. Chi, and R.A. Engh Euro. J. Biochem. 212 1993 549
28. A.R. Kennedy Cancer Res. 1994 1999 54
29. J.D. Geratz, A.C. Whitmore, M.C.F. Cheng, and C. Piantadosi J. Med. Chem. 16 1973 970
30. L.J. Loeffler, E.-C. Mar, J.D. Geratz, and L.B. Fox J. Med. Chem. 18 1975 287
31. J.D. Geratz, M.C.F. Cheng, and R.R. Tidwell J. Med. Chem. 18 1975 477
32. J.D. Geratz, M.C.F. Cheng, and R.R. Tidwell J. Med. Chem. 19 1976 634
33. Y. Okada, Y. Tsuda, K. Wanaka, M. Tada, U. Okamoto, S. Okamoto, A. Hijikata-Okunomiya, G. Bokonyi, B. Szende, and G. Keri Bioorg. Med. Chem. Lett. 10 2000 2217
34. R.M. Adlington, J.E. Baldwin, G.W. Becker, B. Chen, L. Cheng, S.L. Cooper, R.B. Hermann, T.J. Howe, W. McCoull, A.M. McNulty, B.L. Neubauer, and G.J. Pritchard J. Med. Chem. 44 2001 1491
35. W.B. Young, R. Rai, W.D. Shrader, J. Burgess-Henry, H. Hu, K.C. Elrod, P.A. Sprengeler, B.A. Katz, J. Sukbuntherng, and J. Mordenti Bioorg. Med. Chem. Lett. 16 2006 2034
36. A.M. LeBeau, P. Singh, J.T. Isaacs, and S.R. Denmeade Chem. Biol. (Cambridge, MA, United States) 15 2008 665
37. A.M. LeBeau, S.R. Banerjee, M.G. Pomper, R.C. Mease, and S.R. Denmeade Bioorg. Med. Chem. 17 2009 4888
38. A. Magklara, A.A. Mellati, G.A. Wasney, S.P. Little, G. Sotiropoulou, G.W. Becker, and E.P. Diamandis Biochem. Biophys. Res. Commun. 307 2003 948
39. M.J. Bernett, S.I. Blaber, I.A. Scarisbrick, P. Dhanarajan, S.M. Thompson, and M. Blaber J. Biol. Chem. 277 2002 24562