Various atomic charge calculation schemes of CoMFA on HIF-1 inhibitors of moracin analogs

International Journal of Quantum Chemistry

Volumn 112, Issue 4, 2012, Pages 995-1005

  Madhavan, Thirumurthy ^a   Gadhe, Changdev G ^a   Kothandan, Gugan ^a   Lee, Kyeong ^b   Cho, Seung Joo ^a  

^a Chosun University   (South Korea)

^b Dongguk University   (South Korea)

Author keywords

CoMFA; DFT; ESP; HF; HIF; MPA; NPA

Indexed keywords

COMFA; DFT; ESP; HIF; MPA; NPA;

DENSITY FUNCTIONAL THEORY; ELECTROSTATICS; FLEXIBLE STRUCTURES; HAFNIUM; OPTIMIZATION;

ATOMS;

EID: 84855869212     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.23084     Document Type: Article

References (43)

1. Bachrach, S. M., Population Analysis and Electron Densities from Quantum Mechanics; VCH: New York, 1994; Chapter 3.
2. Kim, K. H.,;, Greco, G.,;, Novellino, E., Perspect Drug Discov Des 1998, 12, 257.
3. Choo, H. Y.,;, Choi, S.,;, Jung, S. H.,;, Koh, H. Y.,;, Pae, A. N., Bioorg Med Chem 2003, 11, 4585.
4. Sipila, J.,;, Taskinen, J., J Chem Inf Comput Sci 2004, 44, 97.
5. Mittal, R. R.,;, Harris, L.,;, McKinnon, R. A.,;, Sorich, M. J., J Chem Inf Model 2009, 49, 704.
6. Tsai, K. C.,;, Chen, Y. C.,;, Hsiao, N. W.,;, Wang, C. L.,;, Lin, C. L.,;, Lee, Y. C.,;, Li, M.,;, Wang, B., Eur J Med Chem 2010, 45, 1544.
7. Semenza, G. L., Nat Rev Cancer 2003, 3, 721.
8. Maxwell, P. H., Semin Cell Dev Biol 2005, 16, 523.
9. Wang, G. L.,;, Jiang, B. H.,;, Rue, E. A.,;, Semenza, G. L., Proc Natl Acad Sci USA 1995, 92, 5510.
10. Jiang, B. H.,;, Rue, E.,;, Wang, G. L.,;, Roe, R.,;, Semenza, G. L., J Biol Chem 1996, 271, 17771.
11. Tian, H.,;, McKnight, S. L.,;, Russell, D. W., Genes Dev 1997, 11, 72.
12. Ema, M.,;, Taya, S.,;, Yokotani, N.,;, Sogawa, K.,;, Matsuda, Y.,;, Kuriyama, Y. F., Proc Natl Acad Sci USA 1997, 94, 4273.
13. Gu, Y. Z.,;, Moran, S. M.,;, Hogenesch, J. B.,;, Wartman, L.,;, Bradfield, C. A., Gene Expr 1998, 7, 205.
14. Hu, C. J.,;, Wang, L. Y.,;, Chodosh, L. A.,;, Keith, B.,;, Simon, M. C., Mol Cell Biol 2003, 23, 9361.
15. Warnecke, C.,;, Zaborowska, Z.,;, Kurreck, J.,;, Erdmann, V. A.,;, Frei, U.,;, Wiesener, M.,;, Eckardt, K. U., FASEB J 2004, 18, 1462.
16. Ivan, M.,;, Kondo, K.,;, Yang, H.,;, Kim, W.,;, Valiando, J.,;, Ohh, M.,;, Salic, A.,;, Asara, J. M.,;, Lane, W. S.,;, Kaelin, W. G., Jr., Science 2001, 292, 464.
17. Semenza, G. L., Trends Mol Med 2002, 8, S62.
18. Lee, K.,;, Lee, J. H.,;, Boovanahalli, S. K.,;, Jin, Y.,;, Lee, M.,;, Jin, X.,;, Kim, J. H.,;, Hong, Y. S.,;, Lee, J. J., J Med Chem 2007, 50, 1675.
19. Mohammed, K. A.,;, Jadulco, R. C.,;, Bugni, T. S.,;, Harper, M. K.,;, Sturdy, M.,;, Ireland, C. M., J Med Chem 2008, 51, 1402.
20. Jung, M. E.,;, Im, G. Y. J., Tetrahedron Lett 2008, 49, 4962.
21. Belozerov, V. E.,;, Van Meir, E. G., Anticancer Drugs 2005, 16, 901.
22. Tan, C.,;, de Noronha, R. G.,;, Roecker, A. J.,;, Pyrzynska, B.,;, Khwaja, F.,;, Zhang, Z.,;, Zhang, H.,;, Teng, Q.,;, Nicholson, A. C.,;, Giannakakou, P.,;, Zhou, W.,;, Olson, J. J.,;, Pereira, M. M.,;, Nicolaou, K. C.,;, Van Meir, E. G., Cancer Res 2005, 65, 605.
23. Chau, N. M.,;, Rogers, P.,;, Aherne, W.,;, Carroll, V.,;, Collins, I.,;, McDonald, E.,;, Workman, P.,;, Ashcroft, M., Cancer Res 2005, 65, 4918.
24. Mole, D. R.,;, Schlemminger, I.,;, McNeill, L. A.,;, Hewitson, K. S.,;, Pugh, C. W.,;, Ratcliffe, P. J.,;, Schofield, C. J., Bioorg Med Chem Lett 2003, 13, 2677.
25. Epstein, A. C. R.,;, Gleadle, J. M.,;, McNeill, L. A.,;, Hewitson, K. S.,;, O'Rourke, J.,;, Mole, D. R.,;, Mukherji, M.,;, Metzen, E.,;, Wilson, M. I.,;, Dhanda, A.,;, Tian, Y. M.,;, Masson, N.,;, Hamilton, D. L.,;, Jaakkola, P.,;, Barstead, R.,;, Hodgkin, J.,;, Maxwell, P. H.,;, Pugh, C. W.,;, Schofield, C. J.,;, Ratcliffe, P. J., Cell 2001, 107, 43.
26. Elkins, J. M.,;, Hewitson, K. S.,;, McNeill, L. A.,;, Seibel, J. F.,;, Schlemminger, I.,;, Pugh, C. W.,;, Ratcliffe, P. J.,;, Schofield, C. J., J Biol Chem 2003, 278, 1802.
27. Schlemminger, I.,;, Mole, D. R.,;, McNeill, L. A.,;, Dhanda, A.,;, Hewitson, K. S.,;, Tian, Y. M.,;, Ratcliffe, P. J.,;, Pugh, C. W.,;, Schofield, C. J., Bioorg Med Chem Lett 2003, 13, 1451.
28. Hewitson, K. S.,;, Schofield, C. J., Drug Discov Today 2004, 9, 704.
29. Yeo, E. J.,;, Chun, Y. S.,;, Park, J. W., Biochem Pharmacol 2004, 68, 1061.
30. Chung, J. Y.,;, Pasha, F. A.,;, Cho, S. J.,;, Won, M.,;, Lee, J. J.,;, Lee, K., Arch Pharm Res 2009, 32, 317.
31. Dat, N. T.,;, Jin, X.,;, Lee, K.,;, Hong, Y. S.,;, Kim, Y. H.,;, Lee J. J., J Nat Prod 2009, 72, 39.
32. Kaur, N.,;, Xia, Y.,;, Jin, Y.,;, Dat, N. T.,;, Gajulapati, K.,;, Choi, Y.,;, Hong, Y. S.,;, Lee, J. J.,;, Lee, K., Chem Commun 2009, 1879.
33. SYBYL, version 8.1; Tripos International: St. Louis, MO, 2006.
34. Frisch, M. J.,;, Trucks, G. W.,;, Schlegel, H. B.,;, Scuseria, G. E.,;, Robb, M. A.,;, Cheeseman, J. R.,;, Zakrzewski, V. G.,;, Montgomery, J. A., Jr.,;, Stratmann, R. E.,;, Burant, J. C.,;, Dapprich, S.,;, Millam, J. M.,;, Daniels, A. D.,;, Kudin, K. N.,;, Strain, M. C.,;, Farkas, O.,;, Tomasi, J.,;, Barone, V.,;, Cossi, M.,;, Cammi, R.,;, Mennucci, B.,;, Pomelli, C.,;, Adamo, C.,;, Clifford, S.,;, Ochterski, J.,;, Petersson, G. A.,;, Ayala, P. Y.,;, Cui, Q.,;, Morokuma, K.,;, Malick, D. K.,;, Rabuck, A. D.,;, Raghavachari, K.,;, Foresman, J. B.,;, Cioslowski, J.,;, Ortiz, J. V.,;, Baboul, A. G.,;, Stefanov, B. B.,;, Liu, G.,;, Liashenko, A.,;, Piskorz, P.,;, Komaromi, I.,;, Gomperts, R.,;, Martin, R. L.,;, Fox, D. J.,;, Keith, T.,;, A-Laham, M. A.,;, Peng, C. Y.,;, Nanayakkara, A.,;, Gonzalez, C.,;, Challacombe, M.,;, Gill, P. M. W.,;, Johnson, B.,;, Chen, W.,;, Wong, M. W.,;, Andres, J. L.,;, Gonzalez, C.,;, Head- Gordon, M.,;, Replogle, E. S.,;, Pople, J. A., Gaussian 03, Revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
35. Besler, B. H.,;, Merz, K. M.,;, Kollman, P. A., J Comp Chem 1990, 11, 431.
36. Cornell, W. D.,;, Cieplak, P.,;, Bayly, C. I.,;, Kollmann, P. A., J Am Chem Soc 1993, 115, 9620.
37. Jakalian, A.,;, Jack, D. B.,;, Bayly, C. I., J Comp Chem 2002, 23, 1623.
38. Wold, S.,;, Rhue, A.,;, Wold, H.,;, Dunn, W. J. I., SIAM J Sci Stat Comput 1984, 5, 735.
39. Geladi, P.,;, Xie, Y. L.,;, Polissar, A.,;, Hopke, P., J Chemom 1998, 2, 231.
40. Wold, S., Technometrics 1978, 4, 397.
41. Cramer, R. D., III,;, Patterson, D. E.,;, Bunce, J. D., J Am Chem Soc 1988, 18, 5959.
42. Cramer, R. D., III,;, Bunce, J. D.,;, Patterson, D. E., Quant Struct Act Relat 1988, 7, 18.
43. Kroemer, R. T.,;, Hecht, P.,;, Liedl K. R., J Comp Chem 1996, 17, 1296.