Receptor- and ligand-based 3D-QSAR study for a series of non-nucleoside HIV-1 reverse transcriptase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 6, 2009, Pages 2400-2409

  Hu, Rongjing ^a,b   Barbault, Florent ^b   Delamar, Michel ^b   Zhang, Ruisheng ^a  

^a LANZHOU UNIVERSITY   (China)

^b UNIVERSITÉ PARIS DIDEROT   (France)

Author keywords

CoMFA; CoMSIA; Docking; HIV 1 reverse transcriptase; NNRTIs; QSAR

Indexed keywords

BENZONITRILE; LIGAND; LYSINE; RECEPTOR; RNA DIRECTED DNA POLYMERASE; RNA DIRECTED DNA POLYMERASE INHIBITOR; SULFONE DERIVATIVE; SULFONYLBENZONITRILE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; BINDING SITE; COMPARATIVE MOLECULAR FIELD ANALYSIS; COMPARATIVE MOLECULAR SIMILARITY INDICES ANALYSIS; DRUG CONFORMATION; DRUG STRUCTURE; ENZYME ACTIVE SITE; HUMAN IMMUNODEFICIENCY VIRUS 1; HYDROGEN BOND; HYDROPHOBICITY; MOLECULAR DOCKING; MOLECULAR MODEL; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RELIABILITY; STRUCTURE ANALYSIS; VALIDATION PROCESS;

CRYSTALLOGRAPHY, X-RAY; HIV REVERSE TRANSCRIPTASE; HYDROGEN BONDING; LIGANDS; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REPRODUCIBILITY OF RESULTS; REVERSE TRANSCRIPTASE INHIBITORS; STATIC ELECTRICITY;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 62549102032     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.02.003     Document Type: Article

References (26)

1. Marzo Veronese F., Copeland T.D., DeVico A.L., Rahman R., Oroszlan S., Gallo R.C., and Sarngadharan M.G. Science 231 (1986) 1289
2. Merluzzi V.J., Hargrave K.D., Labadia M., Grozinger K., Skoog M., Wu J.C., Shih C.K., Eckner K., Hattox S., Adams J., et al. Science 250 (1990) 1411
3. Kopp E.B., Miglietta J.J., Shrutkowski A.G., Shih C.K., Grob P.M., and Skoog M.T. Nucleic Acids Res. 19 (1991) 3035
4. Spence R.A., Kati W.M., Anderson K.S., and Johnson K.A. Science 267 (1995) 988
5. Grozinger K., Proudfoot J., and Hargrave K. In: Chorghade M.S. (Ed). Drug Discovery and Development Vol. 1 (2006), Wiley-Interscience 353-363
6. Hargrave K.D., Proudfoot J.R., Grozinger K.G., Cullen E., Kapadia S.R., Patel U.R., Fuchs V.U., Mauldin S.C., Vitous J., and Behnke M.L. J. Med. Chem. 34 (1991) 2231
7. Proudfoot J.R., Hargrave K.D., Kapadia S.R., Patel U.R., Grozinger K.G., McNeil D.W., Cullen E., Cardozo M., Tong L., and Kelly T.A. J. Med. Chem. 38 (1995) 4830
8. Chan J.H., Hong J.S., Hunter III R.N., Orr G.F., Cowan J.R., Sherman D.B., Sparks S.M., Reitter B.E., Andrews III C.W., Hazen R.J., Clair M.St., Boone L.R., Ferris R.G., Creech K.L., Roberts G.B., Short S.A., Weaver K., Ott R.J., Ren J., Stuart A.H.D., and Stammers D.K. J. Med. Chem. 44 (2001) 1866
9. Roy K., and Leonard J.T. Bioorg. Med. Chem. 12 (2004) 745
10. Leonard J.T., and Roy K. QSAR Comb. Sci. 23 (2004) 23
11. Freitas M.P. Org. Biomol. Chem. 4 (2006) 1154
12. Kubinyi H. In: Schleyer P.v.R., Allinger N.L., Clark T., Gasteiger J., Kollman P.A., Schaefer III H.F., and Schreiner P.R. (Eds). The Encyclopedia of Computational Chemistry Vol. 1 (1998), John Wiley & Sons Ltd 448-460
13. Klebe G., and Abraham U. J. Comput. Aided Mol. Des. 13 (1999) 1
14. www.rcsb.org.
15. Clark M., Cramer III R.D., and Van Opdenbosch N. J. Comput. Chem. 10 (1989) 982
16. Gasteiger J., and Marsili M. Tetrahedron 36 (1980) 3219
17. Morris G.M., Goodsell D.S., Halliday R.S., Huey R., Hart W.E., Belew R.K., and Olson A.J. J. Comput. Chem. 19 (1998) 1639
18. Raichurkar A.V., and Kulkarni V.M. J. Med. Chem. 46 (2003) 4419
19. Cramer R.D., Patterson D.E., and Bunce J.D. J. Am. Chem. Soc. 110 (1988) 5959
20. Wehrens R., and van der Linden W.E. J. Chemom. 11 (1997) 157
21. Cramer III R.D., Bunce J.D., Patterson D.E., and Frank I.E. QSAR Comb. Sci. 7 (2006) 18
22. Agarwal A., Pearson J.P.P., Taylor E.W., Li H.B., Dahlgren T., Herslof M., Yang Y., Lambert G., Nelson D.L., Regan J.W., and Martin A.R. J. Med. Chem. 36 (1993) 4006
23. Böhm M., Stürzebecher J., and Klebe G. J. Med. Chem. 42 (1999) 458
24. Norinder U. Perspect. Drug Discovery Des. 12-14 (1998) 25
25. Barbault F., Landon C., Guenneugues M., Meyer J.P., Schott V., Dimarcq J.L., and Vovelle F. Biochemistry 42 (2003) 14434
26. Eisenberg D., Schwarz E., Komaromy M., and Wall R. J. Mol. Biol. 179 (1984) 125