Evaluation of a novel molecular vibration-based descriptor (EVA) for QSAR studies: 2. Model validation using a benchmark steroid dataset

Journal of Computer-Aided Molecular Design

Volumn 13, Issue 3, 1999, Pages 271-296

  Turner, David B ^a   Willett, Peter ^a   Ferguson, Allan M ^b   Heritage, Trevor W ^b  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

^b TRIPOS INC   (United States)

Author keywords

3D QSAR; Alignment free QSAR; AM1; CoMFA; IR vibration; PLS; PM3

Indexed keywords

MOLECULAR GRAPHICS;

3D-QSAR; ALIGNMENT-FREE; ALIGNMENT-FREE QSAR; AM1; COMFA; DESCRIPTORS; IR-VIBRATION; PLS; PM3; QSAR STUDIES;

COMPUTATIONAL CHEMISTRY;

STEROID;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; SCORING SYSTEM; VIBRATION;

EID: 0033004473     PISSN: 0920654X     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1008012732081     Document Type: Article

References (46)

1. Ferguson, A.M., Heritage, T., Pack, S.E., Philips, L., Rogan, J. and Snaith, P.J., J. Comput.-Aided Mol. Design, 11 (1997) 143.
2. Turner, D.B., Willett, P., Ferguson, A.M. and Heritage, T., J. Comput.-Aided Mol. Design, 11 (1997) 409.
3. Cramer, R.D., Patterson, D.E. and Bunce, J.D., J. Am. Chem. Soc., 110 (1988) 5959.
4. Ginn, C.M.R., Turner, D.B., Willett, P., Ferguson, A.M. and Heritage, T.W., J. Chem. Inf. Comput. Sci., 37 (1997) 23.
5. Wold, S. and Eriksson, L., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 2, Chemometric Methods in Molecular Design, VCH, Weinheim, Germany, 1993, pp. 309-318.
6. Wagener, M., Sadowski, J. and Gasteiger, J., J. Am. Chem. Soc., 117 (1995) 7769.
7. Klebe, G., Abraham, U. and Mietzner, T., J. Med. Chem., 37 (1994) 4130.
8. Cho, S.J. and Tropsha, A., J. Med. Chem., 38 (1995) 1060.
9. Sybyl 6.3, Tripos Associates Inc., St. Louis, MO, U.S.A.
10. Wold, S., Ruhe, A., Wold, H. and Dunn III, W.J., SIAM J. Sci. Stat. Comput., 5 (1984) 735.
11. Dunn, J.F., Nisula, B.C. and Rodbard, D.J., Endocrinol. Metab., 53 (1981) 58.
12. Good, A.C., So, S.-S. and Richards, W.G., J. Med. Chem., 36 (1993) 433.
13. Oxford Molecular Ltd., Oxford, U.K.
14. Jain, A.N., Koile, K. and Chapman, D., J. Med. Chem., 37 (1994) 2315.
15. Oprea, T.I., Ciubotariu, D., Sulea, T.I. and Simon, Z., Quant. Struct.-Act. Relatsh., 12 (1993) 21.
16. Hahn, M. and Rogers, D., J. Med. Chem., 38 (1995) 2091.
17. Silverman, B.D. and Platt, D.E., J. Med. Chem., 39 (1996) 2129.
18. Kellogg, G.A., Kier, L.B., Gaillard, P. and Hall, H.H., J. Comput-Aided Mol. Design, 10 (1996) 513.
19. Anzali, S., Barnickel, G., Krug, M., Sadowski, J., Wagener, M., Gasteiger, J. and Polanski, J., J. Comput.-Aided Mol. Design, 10 (1996) 521.
20. Bravi, G., Gancia, E., Mascagni, P., Pegna, M., Todeschini, R. and Zaliani, A., J. Comput.-Aided Mol. Design, 11 (1997) 79.
21. Schnitker, J., Gopalaswamy, R. and Crippen, G.M., J. Comput-Aided Mol. Design, 11 (1997) 93.
22. Allen, F.H., Davies, J.E., Galloy, J.J., Johnson, O., Kennard, O., Macrae, C., Mitchell, E.M., Mitchell, G.F., Smith, J.M. and Watson, D.G., J. Chem. Inf. Comput. Sci., 31 (1991) 187.
23. Austel, V., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 2, Chemometric Methods in Molecular Design, VCH, Weinheim, Germany, 1993, pp. 49-62.
24. Sjöström, M. and Eriksson, L., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 2, Chemometric Methods in Molecular Design, VCH, Weinheim, Germany, 1993, pp. 63-90.
25. MOPAC version 6.0., Quantum Chemistry Program Exchange (QCPE), Indiana University, Bloomington, IN, U.S.A.
26. Bush, B.L. and Nachbar Jr., R.B., J. Comput.-Aided Mol. Design, 7 (1993) 587.
27. Sadowski, J. and Gasteiger, J., J. Chem. Inf. Comput. Sci., 34 (1994) 1000.
28. Wold, S., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 2, Chemometric Methods in Molecular Design, VCH, Weinheim, Germany, 1993, pp. 195-218.
29. Shao, J., J. Am. Stat. Assoc., 88 (1993) 486.
30. Topliss, J.G. and Edwards, R.P., J. Med. Chem., 22 (1979) 1238.
31. Wold, S., Johansson, E. and Cocchi, M., In Kubinyi, H. (Ed.), 3D QSAR in Drug Design: Theory Methods and Applications, ESCOM, Leiden, The Netherlands, 1993, pp. 523-550.
32. Jonathan, P., McCarthy, W.V. and Roberts, A.M.I., J. Chemometrics, 10 (1996) 189.
33. Mickelson, K.E., Forsthoefel, J. and Westphal, U., Biochemistry, 20 (1981) 6211.
34. Scott, A.P. and Radom, L., J. Phys. Chem., 100 (1996) 16502.
35. MM3(94) Manual (Version 1.0), Tripos Associates Inc., St. Louis, MO, U.S.A. This contains numerous references to the MMx series of programs developed by Norman Allinger and co-workers at the University of Georgia.
36. AMSOL (version 6.1.1), Oxford Molecular Ltd., Oxford, U.K.
37. SPARTAN (release 4.0 2b), Wavefunction Inc., Irvine, CA, U.S.A.
38. GAUSSIAN 92/DFT (Revision G.4), Gaussian Inc., Pittsburgh, PA, U.S.A.
39. Cruciani, G. and Clementi, S., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 3, Advanced Computer-Assisted Techniques in Drug Discovery, VCH, Weinheim, Germany, 1995, pp. 61-88.
40. Lindgren, F., Geladi, P., Rannar, S. and Wold, S., J. Chemometrics, 8 (1994) 349.
41. Clementi, S. and Wold, S., In van de Waterbeemd, H. (Ed.), Methods and Principles in Medicinal Chemistry, Vol. 2, Chemometric Methods in Molecular Design, VCH, Weinheim, Germany, 1993, pp. 319-338.
42. Kroemer, R.T. and Hecht, P., J. Comput.-Aided Mol. Design, 9 (1995) 205.
43. Muresan, S., Sulea, T., Ciubotariu, D., Kurunczi, L. and Simon, Z., Quant. Stract.-Act. Relatsh., 15 (1996) 31.
44. CONCORD version 2.9.3., TRIPOS Inc., St. Louis, MO, U.S.A.
45. Waszkowycz, B., Clark, D.E., Frenkel, D., Li, J., Murray, C.W., Robson, B. and Westhead, D.R., J. Med. Chem., 37 (1994) 3994.
46. Turner, D.B. and Willett, P., J. Comput.-Aided Mol. Design, manuscript submitted.