N-substituted azaindoles as potent inhibitors of Cdc7 kinase

Bioorganic and Medicinal Chemistry Letters

Volumn 23, Issue 7, 2013, Pages 2056-2060

  Bryan, Marian C ^a   Falsey, James R ^a   Frohn, Mike ^a   Reichelt, Andreas ^a   Yao, Guomin ^a   Bartberger, Michael D ^a   Bailis, Julie M ^a   Zalameda, Leeanne ^a   Miguel, Tisha San ^a   Doherty, Elizabeth M ^a   Allen, John G ^a  

^a AMGEN INC   (United States)

Author keywords

Azaindole; Cdc7 inhibitors; Cell division cycle; Conformational analysis

Indexed keywords

CELL CYCLE PROTEIN 7 INHIBITOR; INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CRYSTALLOGRAPHY; DRUG CONFORMATION; DRUG DESIGN; DRUG DETERMINATION; DRUG POTENCY; DRUG SCREENING; DRUG SELECTIVITY; DRUG STABILITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; QUANTUM MECHANICS; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

ANIMALS; AZA COMPOUNDS; CELL CYCLE PROTEINS; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; INDOLES; MOLECULAR STRUCTURE; PROTEIN KINASE INHIBITORS; PROTEIN-SERINE-THREONINE KINASES; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84875226281     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2013.02.007     Document Type: Article

References (24)

1. D. Bonte, C. Lindvall, H. Liu, K. Dykema, K. Furge, and M. Weinreich Neoplasia 10 2008 920
2. K. Labib Genes Dev. 24 2010 1208
3. M. Menichincheri, A. Bargiotti, J. Berthelsen, J.A. Bertrand, R. Bossi, A. Ciavolella, A. Cirla, C. Cristiani, V. Croci, R. D'Alessio, M. Fasolini, F. Fiorentini, B. Forte, A. Isacchi, K. Martina, A. Molinari, A. Montagnoli, P. Orsini, F. Orzi, E. Pesenti, D. Pezzetta, A. Pillan, I. Poggesi, F. Roletto, A. Scolaro, M. Tatò, M. Tibolla, B. Valsasina, M. Varasi, D. Volpi, C. Santocanale, and E. Vanotti J. Med. Chem. 52 2009 293
4. A. Montagnoli, J. Moll, and F. Colotta Clin. Cancer Res. 16 2010 4503
5. S. Tudzarova, M.W.B. Trotter, A. Wollenschlaeger, C. Mulvey, J. Godovac-Zimmermann, G.H. Williams, and K. Stoeber EMBO J. 29 2010 3381
6. R.A. Woo, and R.Y.C. Poon Cell Cycle 2 2003 315
7. S. Ito, C. Taniyama, N. Arai, and H. Masai Drug News Perspect. 21 2008 481
8. M. Sawa, and H. Masai Drug Des. Dev. Ther. 2 2008 255
9. S. Rodriguez-Acebes, I. Proctor, M. Loddo, A. Wollenschlaeger, M. Rashid, M. Falzon, A.T. Prevost, R. Sainsbury, K. Stoeber, and G.H. Williams Am. J. Pathol. 177 2010 2034
10. G.F. Hess, R.F. Drong, K.L. Weiland, J.L. Slightom, R.A. Sclafani, and R.E. Hollingsworth Gene 211 1998 133
11. M. Choschzick, A. Lebeau, A.H. Marx, L. Tharun, L. Terracciano, U. Heilenkoetter, F. Jaenicke, C. Bokemeyer, R. Simon, G. Sauter, and J. Schwarz Hum. Pathol. 41 2010 358
12. Y. Hou, H.-Q. Wang, and Y. Ba Med. Oncol. 29 2012 3498
13. A. Montagnoli, P. Tenca, F. Sola, D. Carpani, D. Brotherton, C. Albanese, and C. Santocanale Cancer Res. 64 2004 7110
14. A. Montagnoli, B. Valsasina, V. Croci, M. Menichincheri, S. Rainoldi, V. Marchesi, M. Tibolla, P. Tenca, D. Brotherton, C. Albanese, V. Patton, R. Alzani, A. Ciavolella, F. Sola, A. Molinari, D. Volpi, N. Avanzi, F. Fiorentini, M. Cattoni, S. Healy, D. Ballinari, E. Pesenti, A. Isacchi, J. Moll, A. Bensimon, E. Vanotti, and C. Santocanale Nat. Chem. Biol. 4 2008 357
15. A. Ermoli, A. Bargiotti, M.G. Brasca, A. Ciavolella, N. Colombo, G. Fachin, A. Isacchi, M. Menichincheri, A. Molinari, A. Montagnoli, A. Pillan, S. Rainoldi, F.R. Sirtori, F. Sola, S. Thieffine, M. Tibolla, B. Valsasina, D. Volpi, C. Santocanale, and E. Vanotti J. Med. Chem. 52 2009 4380
16. M. Menichincheri, C. Albanese, C. Alli, D. Ballinari, A. Bargiotti, M. Caldarelli, A. Ciavolella, A. Cirla, M. Colombo, F. Colotta, V. Croci, R. D'Alessio, M. D'Anello, A. Ermoli, F. Fiorentini, B. Forte, A. Galvani, P. Giordano, A. Isacchi, K. Martina, A. Molinari, J.R.K. Moll, A. Montagnoli, P. Orsini, F. Orzi, E. Pesenti, A. Pillan, F. Roletto, A. Scolaro, M. Tatò, M. Tibolla, B. Valsasina, M. Varasi, P. Vianello, D. Volpi, C. Santocanale, and E. Vanotti J. Med. Chem. 53 2010 7296
17. C.M. Shafer, M. Lindvall, C. Bellamacina, T.G. Gesner, A. Yabannavar, W. Jia, S. Lin, and A. Walter Bioorg. Med. Chem. Lett. 18 2008 4482
18. E. Vanotti, R. Amici, A. Bargiotti, J. Berthelsen, R. Bosotti, A. Ciavolella, A. Cirla, C. Cristiani, R. D'Alessio, B. Forte, A. Isacchi, K. Martina, M. Menichincheri, A. Molinari, A. Montagnoli, P. Orsini, A. Pillan, F. Roletto, A. Scolaro, M. Tibolla, B. Valsasina, M. Varasi, D. Volpi, and C. Santocanale J. Med. Chem. 51 2008 487
19. C. Zhao, C. Tovar, X. Yin, Q. Xu, I.T. Todorov, L.T. Vassilev, and L. Chen Bioorg. Med. Chem. Lett. 19 2009 319
20. E.S. Koltun, A.L. Tsuhako, D.S. Brown, N. Aay, A. Arcalas, V. Chan, H. Du, S. Engst, K. Ferguson, M. Franzini, A. Galan, C.R. Holst, P. Huang, B. Kane, M.H. Kim, J. Li, D. Markby, M. Mohan, K. Noson, A. Plonowski, S.J. Richards, S. Robertson, K. Shaw, G. Stott, T.J. Stout, J. Young, P. Yu, C.A. Zaharia, W. Zhang, P. Zhou, J.M. Nuss, W. Xu, and P.C. Kearney Bioorg. Med. Chem. Lett. 22 2012 3727
21. Reichelt, A.; Bailis, J. M.; Yao, G.; Shu, H.; Kaller, M. R.; Allen, J. G., Weidner, M. F.; Keegan, K.; Dao, J., Eur. J. Med. Chem., submitted for publication. This reference contains details of the biochemical assays used in the prosecution of our discovery program.
22. I. Collins, and M.D. Garrett Curr. Opin. Pharmacol. 5 2005 366
23. M. Malumbres, and M. Barbacid Nat. Rev. Cancer 9 2009 153
24. A.-E.F. Nassar, A.M. Kamel, and C. Clarimont Drug Discovery Today 9 2004 1020