Hit-to-lead studies on benzimidazole inhibitors of ITK: Discovery of a novel class of kinase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 13, 2007, Pages 3660-3665

  Snow, Roger J ^a   Abeywardane, Asitha ^a   Campbell, Scot ^a   Lord, John ^a   Kashem, Mohammed A ^a   Khine, Hnin Hnin ^a   King, Josephine ^a   Kowalski, Jennifer A ^a   Pullen, Steven S ^a   Roma, Teresa ^a   Roth, Gregory P ^a   Sarko, Christopher R ^a   Wilson, Noel S ^a   Winters, Michael P ^b   Wolak, John P ^a   Cywin, Charles L ^a  

^a BOEHRINGER INGELHEIM PHARMACEUTICALS INC   (United States)

^b Johnson and Johnson PRD   (United States)

Author keywords

Benzimidazole; Inducible T cell kinase; ITK; Kinase; Kinase inhibitor

Indexed keywords

BENZIMIDAZOLE; INTERLEUKIN 2;

ARTICLE; BINDING SITE; DEFENSE MECHANISM; DRUG BINDING; DRUG CONFORMATION; DRUG INHIBITION; DRUG STRUCTURE; HIGH THROUGHPUT SCREENING; STRUCTURE ACTIVITY RELATION;

ADENOSINE TRIPHOSPHATE; BENZIMIDAZOLES; BINDING SITES; CHEMISTRY, PHARMACEUTICAL; DRUG EVALUATION, PRECLINICAL; ENZYME INHIBITORS; HUMANS; HYDROGEN BONDING; INHIBITORY CONCENTRATION 50; MODELS, CHEMICAL; PROTEIN BINDING; PROTEIN KINASE INHIBITORS; PROTEIN-TYROSINE KINASES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34250159880     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.04.045     Document Type: Article

References (20)

1. Gibson S., Leung B., Squire J.A., Hill M., Arima N., Goss P., Hogg D., and Mills G.B. Blood 82 (1993) 1561
2. Siliciano J.D., Morrow T.A., and Desiderio S.V. Proc. Natl. Acad. Sci. U.S.A. 89 (1992) 11194
3. Yamada N., Kawakami Y., Kimura H., Fukamachi H., Baier G., Altman A., Kato T., Inagaki Y., and Kawakami T. Biochem. Biophys. Res. Commun. 192 (1993) 231
4. Heyeck S.D., Wilcox H.M., Bunnell S.C., and Berg L.J. J. Biol. Chem. 272 (1997) 25401
5. Bunnell S.C., Diehn M., Yaffe M.B., Findell P.R., Cantley L.C., and Berg L.J. J. Biol. Chem. 275 (2000) 2219
6. Kawakami Y., Kitaura J., Hata D., Yao L., and Kawakami T. J. Leukocyte Biol. 65 (1999) 286
7. Liao X.C., and Littman D.R. Immunity 3 (1995) 757
8. Fowell D.J., Shinkai K., Liao X.C., Beebe A.M., Coffman R.L., Littman D.R., and Locksley R.M. Immunity 11 (1999) 399
9. Mueller C., and August A. J. Immunol. 170 (2003) 5056
10. Das J., Liu C., Moquin R.V., Lin J., Furch J.A., Spergel S.H., McIntyre K.W., Shuster D.J., O'Day K.D., Penhallow B., Hung C.Y., Kanner S.B., Lin T.A., Dodd J.H., Barrish J.C., and Wityak J. Bioorg. Med. Chem. Lett. 16 (2006) 2411
11. Das J., Furch J.A., Liu C., Moquin R.V., Lin J., Spergel S.H., McIntyre K.W., Shuster D.J., O'Day K.D., Penhallow B., Hung C.Y., Doweyko A.M., Kamath A., Zhang H., Marathe P., Kanner S.B., Lin T.A., Dodd J.H., Barrish J.C., and Wityak J. Bioorg. Med. Chem. Lett. 16 (2006) 3706
12. Kashem M.A., Nelson R.M., Yingling J.D., Pullen S.S., Prokopowicz III A.S., Jones J.W., Wolak J.P., Rogers G.R., Morelock M.M., Snow R.J., Homon C.A., and Jakes S. J. Biomol. Screen. 12 (2007) 70
13. Lee J., Doucette A., Wilson N.S., and Lord J. Tetrahedron Lett. 42 (2001) 2635
14. Takata R., and Kurosaki T. J. Exp. Med. 184 (1996) 31
15. Grundemann E., Graubaum H., Martin D., and Schiewald E. Magn. Reson. Chem. 24 (1986) 21
16. Sicheri F., Moarefi I., and Kuriyan J. Nature 385 (1997) 602
17. Schulze-Gahmen U., Brandsen J., Jones H.D., Morgan D.O., Meijer L., Vesely J., and Kim S.H. Proteins 22 (1995) 378
18. Mohammadi M., Froum S., Hamby J.M., Schroeder M.C., Panek R.L., Lu G.H., Eliseenkova A.V., Green D., Schlessinger J., and Hubbard S.R. EMBO J. 17 (1998) 5896
19. Snow R.J., Cardozo M.G., Morwick T.M., Busacca C.A., Dong Y., Eckner R.J., Jacober S., Jakes S., Kapadia S., Lukas S., Panzenbeck M., Peet G.W., Peterson J.D., Prokopowicz III A.S., Sellati R., Tolbert R.M., Tschantz M.A., and Moss N. J. Med. Chem 45 (2002) 3394
20. Nemoto, P. unpublished observation.