QSAR analysis of salicylamide isosteres with the use of quantum chemical molecular descriptors

European Journal of Medicinal Chemistry

Volumn 44, Issue 2, 2009, Pages 869-876

  Dolezal R ^a   Van Damme, S ^b   Bultinck, P ^b   Waisser, K ^a  

^a CHARLES UNIVERSITY   (Czech Republic)

^b GHENT UNIVERSITY   (Belgium)

Author keywords

Antituberculotics; Molecular descriptors; QSAR; Salicylamide isosteres

Indexed keywords

SALICYLAMIDE DERIVATIVE; TUBERCULOSTATIC AGENT;

ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG MECHANISM; DRUG STRUCTURE; MINIMUM INHIBITORY CONCENTRATION; MULTIPLE LINEAR REGRESSION ANALYSIS; MYCOBACTERIUM; MYCOBACTERIUM AVIUM; MYCOBACTERIUM KANSASII; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; QUANTUM CHEMISTRY; QUANTUM MECHANICS; STATISTICAL ANALYSIS; VALIDATION PROCESS;

ANTI-BACTERIAL AGENTS; MOLECULAR STRUCTURE; MYCOBACTERIUM; MYCOBACTERIUM AVIUM; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SALICYLAMIDES;

EID: 60149103666     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2008.04.020     Document Type: Article

References (21)

1. Hansch C., Maloney P.P., Fujita T., and Muir R.M. Nature 194 (1962) 178-180
2. Hansch C., and Fujita T. J. Am. Chem. Soc. 86 (1964) 1616-1626
3. Free S.M., and Wilson J.W. J. Med. Chem. 7 (1964) 395-399
4. Fujita T., and Ban T. J. Med. Chem. 14 (1971) 148-152
5. Waisser K., Peřina M., Holý P., Pour M., Bureš O., Kuneš J., Klimešová V., Buchta V., Kubanová P., and Kaustová J. Arch. Pharm. Med. Chem. 336 (2003) 322-335
6. Macielag M.J., Demers J.P., Fraga-Spano S.A., Hlasta D.J., Johnson S.G., Kanojia R.M., Russell R.K., Sui Z., Weidner-Wells M.A., Werblood H., Foleno B.D., Goldschmidt R.M., Loeloff M.J., Webb G.C., and Barrett J.F. J. Med. Chem. 41 (1998) 2939-2945
7. WHO (World Health Organization), Tuberculosis. Fact Sheet No. 104, Revised March 2007, Geneva, 2007.
8. HyperChem™ Professional 7.52 (2005), Hypercube, Inc., 1115 NW 4th Street, Gainesville, Florida 32601, USA
9. Allinger N.L. J. Am. Chem. Soc. 99 (1977) 8127-8134
10. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision B.05 (2003), Gaussian, Inc., Pittsburgh PA
11. Becke A.D. J. Chem. Phys. 98 (1993) 5648-5652
12. Waisser K., Bureš O., Holý P., Kuneš J., Oswald R., Jirásková J., Pour M., Klimešová V., Kubicová L., and Kaustová J. Arch. Pharm. Med. Chem. 336 (2003) 53-71
13. Downs G.M. In: Bultinck P., De Winter H., Langenaeker W., and Tollenaere J.P. (Eds). Computational Medicinal Chemistry for Drug Discovery (2004), Marcel Dekker, New York 515-538
14. Karelson M., Lobanov V.S., and Katritzky A.R. Chem. Rev. 96 (1996) 1027-1043
15. Van Damme S., and Bultinck P. J. Comput. Chem. 28 (2007) 1924-1928
16. Topliss J.G., and Edwards R.P. J. Med. Chem. 22 (1979) 1238-1244
17. Gramatica P. QSAR Comb. Sci. 26 (2007) 694-701
18. Hansch C., and Leo A. Substituent Constants for Correlation Analysis in Chemistry and Biology (1979), John Wiley & Sons, New York
19. Klopman G. J. Am. Chem. Soc. 90 (1968) 223-234
20. Karelson M. In: Bultinck P., De Winter H., Langenaeker W., and Tollenaere J.P. (Eds). Computational Medicinal Chemistry for Drug Discovery (2004), Marcel Dekker, New York 641-667
21. Neter J., Kutner M.H., Nachtsheim C.J., and Wasserman W. Applied Linear Statistical Models. fourth edition (1996), WCB/McGraw-Hill