3D-QSAR study of antifungal N-myristoyltransferase inhibitors by comparative molecular surface analysis

Chemometrics and Intelligent Laboratory Systems

Volumn 69, Issue 1-2, 2003, Pages 51-59

  Hasegawa, Kiyoshi ^a   Morikami, Kenji ^a   Shiratori, Yasuhiko ^a   Ohtsuka, Tatsuo ^a   Aoki, Yuko ^a   Shimma, Nobuo ^a  

^a NIPPON ROCHE RESEARCH CENTER   (Japan)

Author keywords

Genetic algorithm; Kohonen neural network; Molecular electrostatic potential; N myristoyltransferase; Partial least squares; Quantitative structure activity relationship; Variable selection

Indexed keywords

ANTIFUNGAL AGENT; BENZOFURAN DERIVATIVE; ENZYME INHIBITOR; PROTEIN N MYRISTOYLTRANSFERASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CORRELATION ANALYSIS; GENETIC ALGORITHM; MODEL; NERVE CELL NETWORK; PREDICTION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS; SURFACE PROPERTY;

EID: 0142246536     PISSN: 01697439     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0169-7439(03)00112-6     Document Type: Article

References (23)

1. Johnson D.R., Bhatnagar R.S., Knoll L., Gordon J.I. Annu. Rev. Biochem. 63:1994;869.
2. Weinberg R.A., McWherter C.A., Freeman S.K., Wood D.C., Gordon J.I., Lee S.C. Mol. Microbiol. 16:1995;241.
3. Lodge J.K., Jackson-Machelski E., Toffaletti D.L., Perfect J.R., Gordon J.I. Proc. Natl. Acad. Sci. U. S. A. 91:1994;12008.
4. Rocque W.J., McWherter C.A., Wood D.C., Gordon J.I. J. Biol. Chem. 268:1993;9964.
5. Rudnick D.A., Rocque W.J., McWherter C.A., Toth M.V., Jackson-Machelski E., Gordon J.I. Proc. Natl. Acad. Sci. U. S. A. 90:1993;1087.
6. Devadas B., Zupec M.E., Freeman S.K., Brown D.L., Nagarajan S., Sikorski J.A., McWherter C.A., Getman D.P., Gordon J.I. J. Med. Chem. 38:1995;1837.
7. Sikorski J.A., Devadas B., Zupec M.E., Freeman S.K., Brown D.L., Lu H.-F., Nagarajan S., Mehta P.P., Wade A.C., Kishore N.S., Bryant M.L., Getman D.P., McWherter C.A., Gordon J.I. Biopolymers. 43:1997;43.
8. Masubuchi M.et al. Bioorg. Med. Chem. Lett. 11:2001;1833.
9. Ebiike H.et al. Bioorg. Med. Chem. Lett. 12:2002;607.
10. Sogabe S.et al. Chem. Biol. 9:2002;1119.
11. Morikami K.et al. Abstracts of the 224th ACS National Meeting, Abstract no. COMP-187, Boston, August 18-22, 2002. 2002.
12. J.J.P. Stewart, Fujitsu, Tokyo, Japan (1993).
13. Zupan J., Novic M., Ruisanchez I. Chemom. Intell. Lab. Syst. 38:1997;1.
14. Anzali S., Barnickel G., Krug M., Sadowski J., Wagener M., Gasteiger J., Polanski J. J. Comput.-Aided Mol. Des. 10:1996;521.
15. Polanski J., Gasteiger J., Wagener M., Sadowski J. Quant. Struct.-Act. Relatsh. 17:1998;27.
16. Hasegawa K., Miyashita Y., Funatsu K. J. Chem. Inf. Comput. Sci. 37:1997;306.
17. Hasegawa K., Funatsu K. J. Mol. Struct., Theochem. 425:1998;255.
18. Goldberg D.E. Genetic Algorithm in Search, Optimization and Machine Learning. 1989;Addison Wesley, New York.
19. Geladi P., Kowalski B. Anal. Chim. Acta. 185:1986;1.
20. Hasegawa K., Deushi T., Yoshida H., Miyashita Y., Sasaki S.-I. J. Comput.-Aided Mol. Des. 8:1994;449.
21. 2 in 10 simulations were 0.169 and -0.067, respectively. This result shows that Eq. (3) is statistically significant and does not come from chance correlation.
22. Anzali S., Barnickel G., Krug M., Sadowski J., Wagener M., Gasteiger J. Devillers J. Neural Networks in QSAR and Drug Design. 1996;209-222 Academic Press, San Diego.
23. 2=0.789, rmsd=0.459) where q is the point charge of the ether calculated by quantum mechanics calculation.