Statistical molecular design of peptoid libraries

Molecular Diversity

Volumn 4, Issue 2, 1998, Pages 103-114

  Linusson, Anna ^a   Wold, Svante ^a   Nordén, Bo ^b  

^a UMEÅ UNIVERSITY   (Sweden)

^b ASTRAZENECA R AND D   (Sweden)

Author keywords

Combinatorial chemistry; D optimal design; PCA; Peptoid libraries; PLS; QSAR; Statistical molecular design

Indexed keywords

AMINO ACID; ENZYME INHIBITOR; OLIGOPEPTIDE; PEPTIDE LIBRARY; PEPTOID; RENIN;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; DRUG DESIGN; PROTEIN CONFORMATION; STATISTICAL MODEL; SYNTHESIS;

AMINO ACID SEQUENCE; AMINO ACIDS; DRUG DESIGN; ENZYME INHIBITORS; MODELS, MOLECULAR; MODELS, STATISTICAL; OLIGOPEPTIDES; PEPTIDE LIBRARY; PEPTOIDS; PROTEIN CONFORMATION; RENIN;

EID: 0032248238     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1026416430656     Document Type: Article

References (29)

1. Moos, W.H., Green, G.D. and Pavia, M.R., Recent advances in the generation of molecular diversity, Annu. Rep. Med. Chem., 28 (1993) 315-323.
2. Hansch, C., Maloney, P.P., Fujita, T. and Muir, R.M., Correlation of biological activity of phenoxyacetic acids with Hammett substituent constants and partition coefficients, Nature, 194 (1962) 178-180.
3. Hansch, C. and Leo, A.J., Substituent Constants for Correlation Analysis in Chemistry and Biology, Wiley, New York, NY, 1979.
4. Martin, E.J., Blaney, J.M., Siani, M.A., Spellmeyer, D.C., Wong, A.K. and Moos, W.H., Measuring diversity: Experimental design of combinatorial libraries for drug discovery, J. Med. Chem., 38 (1994) 1431-1436.
5. ^9 full factorial chemical library, J. Med. Chem., 38 (1995) 2784-2788.
6. Greenlee, W.J., Renin inhibitors, Pharm. Res., 4 (1987) 364-374.
7. Hellberg, S., Sjöström, M., Skagerberg, B. and Wold, S., Peptide quantitative structure-activity relationships, a multivariate approach, J. Med. Chem., 30 (1987) 1126-1135.
8. Jonsson, J., Eriksson, L., Hellberg, S., Sjöström, M. and Wold, S., Multivariate parametrization of 55 coded and non-coded amino acids, Quant. Struct.-Act. Relat., 8 (1989) 204-209.
9. Sandberg, M., Eriksson, L., Jonsson, J., Sjöström, M. and Wold, S., New chemical descriptors relevant for the design of biologically active peptides. A multivariate characterization of 87 amino acids, J. Med. Chem., 41 (1998) 2481-2491.
10. Hellberg, S., Sjöström, M., Skagerberg, B. and Wold, S., On the design of multipositionally varied test series for quantitative structure-activity relationships, Acta Pharm. Jugosl., 37 (1987) 53-65.
11. Sjöström, M. and Eriksson, L., Applications of statistical experimental design and PLS modeling in QSAR, In Van de Waterbeemd, H. (Ed.), Chemometric Methods in Molecular Design. Methods and Principles in Medicinal Chemistry, Vol. 2, Verlag Chemie, Weinheim, Germany, 1995, pp. 63-90.
12. Mee, R.P., Auton, T.R. and Morgan, P.J., Design of active analogues of a 15-residue pep tide using D-optimal design and a combinatorial search algorithm, J. Pept. Res., 49 (1997) 89-102.
13. Van de Waterbeemd, H. (Ed.), Chemometric Methods in Molecular Design. Methods and Principles in Medicinal Chemistry, Vol. 2, Verlag Chemie, Weinheim, Germany, 1995.
14. Wold, S. and Dunn III, W.J., Multivariate quantitative structure-activity relationships (QSAR): Conditions for their applicability, J. Chem. Inf. Comput. Sci., 23 (1983) 6-13.
15. Hellberg, S., A multivariate approach to QSAR, Ph.D. Thesis, Umeå University, 1986.
16. Box, G.E.P., Hunter, W.G. and Hunter, J.S., Statistics for Experimenters. An Introduction to Design, Data Analysis, and Model Building, Wiley, New York, NY, 1978.
17. Mitchell, T.J., An algorithm for the construction of 'd-optimal' experimental design, Technometrics, 2 (1974) 203-210.
18. Modde 4.0 software, Umetri AB, Umeå, Sweden.
19. Lundstedt, T., Clementi, S., Cruciani, G., Pastor, M., Kettaneh, N., Andersson, P.M., Linusson, A., Sjöström, M., Wold, S. and Nordén, B., Intelligent combinatorial libraries, computer-assisted lead finding and optimization, In Van de Waterbeemd, H., Testa, B. and Folkers, G. (Eds.), Current Tools for Medicinal Chemistry, Verlag Helvetica Chimica Acta, Basel, Wiley-VCH, Weinheim, 1997, pp. 190-208.
20. Linusson, A., Lindgren, F., Gottfries, J. and Wold, S., Manuscript to be published.
21. Jackson, J.E., A Users Guide to Principal Components, Wiley, New York, NY, 1991.
22. Wold, S., Ruhe, A., Wold, H. and Dunn III, W.J., The collinearity problem in linear regression. The Partial Least Squares approach to generalised inverses, SIAM J. Sci. Stat. Comput., 5 (1984) 735-743.
23. Manne, R., Analysis of two Partial Least Squares algorithms for multivariate calibration, Chemometr. Intell. Lab. Syst., 2 (1987) 187-197.
24. Höskuldsson, A., PLS regression methods, J. Chemometr., 2 (1988) 211-228.
25. Stone, M., Cross-validatory choice and assessment of statistical predictions, J. Roy. Stat. Soc., 36B (1974) 111-133.
26. Wold, S., Cross-validatory estimation of the number of components in factor and principal component models, Technometrics, 20 (1978) 397-405.
27. Eriksson, L., Johansson, E. and Wold, S., Quantitative structure-activity relationship model validation, In Chen, F. and Schüürmann, G. (Eds.), Quantitative Structure-Activity Relationships in Environmental Sciences - VII, Proceedings of QSAR 1996; 24-28 June 1996, Elsinore, Denmark, Setac Press, FL, U.S.A., 1997, pp. 381-397.
28. SIMCA-P 3.01 software, Umetri AB, Umeå, Sweden.
29. Szelke, M., Chemistry of renin inhibitors, In Kostka, V. (Ed.), Aspartic Proteinases and their Inhibitors, Walter de Gruyter and Co. Germany, 1985, pp. 421-441.