Quantitative structure-property relationships in pharmaceutical research - Part 1

Pharmaceutical Science and Technology Today

Volumn 3, Issue 1, 2000, Pages 28-35

  Grover, Manish ^a   Singh, Bhupinder ^a   Bakshi, Monika ^b   Singh, Saranjit ^b  

^a PANJAB UNIVERSITY   (India)

^b SAS Nagar   (India)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL STRUCTURE; COMPUTER PROGRAM; CORRELATION FUNCTION; DRUG DEVELOPMENT; DRUG RESEARCH; METHODOLOGY; PHARMACEUTICS; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REVIEW;

EID: 0033959235     PISSN: 14615347     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1461-5347(99)00214-X     Document Type: Review

References (56)

1. 1 Crum-Brown, A. and Fraser, T.R. (1868-9) On the connection between chemical constitution and physiological action. Part 1. On the physiological action of the salts of the ammonium bases, derived from Strychnia, Brucia, Thebia, Codeia, Morphia, and Nicotia. Trans. R. Soc. Edinburgh 25, 151-203
2. 2 Richet, M.C. (1893) Compt. Rend. Soc. Biol. (Paris) 45, 775-776
3. 3 Meyer, H. (1899) Arch. Exp. Path. Pharm. 42, 109-118
4. 4 Overton, C.E. (1901) Studien uber die Narkose, Fischer:Jena
5. 5 Hammett, L.P. (1935) Some relations between reaction rates and equilibrium constants. Chem. Rev. 17, 125-136
6. 6 Taft, R.W. (1956) Separation of polar, steric and resonance effects in reactivity. In Steric Effects in Organic Chemistry (Newman, M.S., ed.), pp. 556-675, Wiley
7. 7 Hansch, C. and Leo, A. (1995) Exploring QSAR, American Chemical Society
8. 8 Charton, M. (1975) Steric effects. 2. Esterification and acid catalysed hydrolysis of esters. J.Am. Chem. Soc. 97, 1552-1556
9. 9 Charton, M. (1975) Steric effects. Base catalysed ester hydrolysis. J.Am. Chem. Soc. 97, 3691-3693
10. 10 Verloop, A. et al. (1976) Development and application of new steric substituent parameters in drug design. In Drag Design (Ariens, J., ed.), pp. 165-207, Academic Press
11. 11 Kier, L.B. (1985) A shape index from molecular graphs. Quant. Struct.-Act. Relat. 4, 109-116
12. 12 Balaban, A.T. (1985) Applications of graph theory in chemistry, J. Chem. Inf. Comput. Sci. 25, 334-343
13. 13 Basak, S.C. and Magnuson, V.R. (1983) Molecular topology and narcosis. A quantitative structure-activity relationship (QSAR) study of alcohols using complimentary information content (CIC). Arzn-eim.-Forsch. Drug Res. 33, 501-503
14. 14 Ray, S.K. et al. (1981) Quantitative structure-activity relationship studies of bioactive molecules using structural infromation indices. Indian J. Chem. 20B, 894-897
15. 15 Ray, S.K. et al. (1989) Structural and substructural parameters in the QSAR study of benzodiazepines. Indian J. Chem. 28B, 465-469
16. 16 Bonchev, D. (1997) Novel indices for the topological complexity of the molecules. SAR QSAR Environ. Res. 7, 23-43
17. 17 Kier, L.B. (1997) Kappa shape indices for similarity analysis. Med. Chem. Res. 7, 394-406
18. 18 Sharma, V. et al. (1997) Eccentric connectivity index: a novel highly discriminating topological descriptor for structure-property and structure-activity studies. J. Chem. Inf. Comput. Sci. 37, 273-282
19. 19 Lukovits, I. (1996) The detour index. Croat. Chem.Acta 69, 873-882
20. 20 Randic, M. (1995) Molecular profiles. Novel geometry-dependent molecular descriptors. New J. Chem. 19, 781-791
21. 21 Kirpichenok, M.A. and Zefirov, N.S. (1987) Electronegativity and molecular geometry. I. General basis of the developed approach and determination of the effect of closer electrostatic interactions on bond lengths in organic molecules. Zh. Org. Khim. 23, 673-691
22. 22 Zefirov, N.S. et al. (1987) Calculation schemes for atomic electronegativities in molecular graph within the framework of Sanderson principle. Doklady Akad. Nauk. SSSR 296, 883-887
23. 23 Gasteiger, J. and Marsili, M. (1980) Iterative partial equalization of orbital electronegativity - a rapid access to atomic charges. Tetrahedron 36, 3219-3228
24. 24 Stanton, D.T. and Jurs, P.C. (1990) Development and use of charged partial surface area structural descriptors in computer assisted quantitative structure-property relationship studies. Anal. Chem. 62, 2323-2329
25. 25 Stanton, D.T. et al. (1992) Computer assisted prediction of natural boiling points of pyrans and pyrroles, J. Chem. Inf. Comput. Sci. 32, 306-316
26. 26 Stewart, J.J.P. (1990) Semiempirical molecular orbital methods. In Reviews in Computational Chemistry (Lipkowitz, K.B. and Boyd, D.E., eds), pp. 45-81, IUPUI
27. 27 Karelson, M. et al. (1996) Quantum-chemical descriptors in QSAR/QSPR studies. Chem. Rev. 96, 1027-1043
28. 28 Kubinyi, H. (1997) QSAR and 3D QSAR in drug design Part 1: Methodology. Drug Discovery Today 2, 457-467
29. 29 van de Waterbeemd, H. (1995) Chemometrics Methods in Molecular Design, VCH
30. 30 van de Waterbeemd, H. (1996) Chemometric methods used in drug discovery. In Structure-Property Correlations in Drug Research (van de Waterbeemd, H., ed.), pp. 55-80, R.G. Landes Company
31. 31 Topliss, J.G. and Costello, R.J. (1972) Chance correlations in structure-activity studies using multiple regression analysis. J. Med. Chem. 15, 1066-1068
32. 32 Klopman, G. and Kalos, A. (1985) Casuality in structure-activity studies. J. Comput. Chem. 5, 492-506
33. 33 Free, S.M. and Wilson, J.W. (1964) A mathematical contribution to structure-activity studies. J. Med. Chem. 7, 395-399
34. 34 Kubinyi, H. and Kehrhahn, O.H. (1976) Quantitative structure-activity relationships. 1.The modified Free-Wilson approach. J. Med. Chem. 19, 578-586
35. 35 Kubinyi, H. and Kehrhahn, O.H. (1976) Quantitative structure-activity relationships. 3.1 A comparison of different Free-Wilson models. J. Med. Chem. 19, 1040-1049
36. 36 Liwo, A. et al. (1992) Modified Free-Wilson method for the analysis of biological activity data. Comput. Chem. 16, 1-9
37. 37 Schaad, L.J. et al. (1981) Compatibility of the Free-Wilson and Hansch quantitative structure-activity relations. J. Med. Chem. 24, 900-901
38. 38 Tmej, C. et al. (1998) A combined Hansch/Free-Wilson approach as predictive tool in QSAR studies on propafenone-type modulators of multidrug resistance. Arch. Pharm. (Weinheim) 331, 233-240
39. 39 Hansch, C. et al. (1973) Strategy in drag design. Cluster analysis as an aid in the selection of substituents. J. Med. Chem. 16, 1217-1222
40. 40 Kirschner, G.L. and Kowalski, B.R. (1979) The application of pattern recognition to drug design. In Drug Design (Ariens, E.J., ed.), pp. 73-132, Academic Press
41. 41 Stuper, A.J. et al. (1985) Computer assisted studies of molecular structure-biological activity relationships. J. Chem. Inf. Comput. Sci. 25, 296-308
42. 42 Harmann, H.H. (1967) Modern Factor Analysis, University of Chicago, IL, USA
43. 43 Mager, P.P. (1994) Non-least-squares regression analysis applied to organic and medicinal chemistry. Med. Res. Rev. 14, 533-588
44. 44 Rose, V.S. et al. (1991) Single class discrimination using PCA (SCD-PCA). Quant. Struct.-Act. Relat. 10, 359-368
45. 45 Martin, Y.C. (1978) Quantitative Drug Design - A Critical Introduction, Marcel Dekker
46. 46 Sjöström, M. and Eriksson, L. (1995) Application of statistical experimental design and PLS modeling in QSAR. In Chemometrics Methods in Molecular Design (van de Waterbeemd, H., ed.), pp. 63-90, VCH
47. 47 Martin, Y.C. et al. (1996) Comparative molecular field analysis: CoMFA. Adv. Quant. Struct.-Prop. Relat. 1, 1-52
48. 48 Cramer, R.D., III et al. (1989) Recent advances in comparative molecular field analysis. Prog. Clin. Biol. Res. 291, 161-165
49. 49 Van der Graaf, P.H. et al. (1999) Multivariate quantitative structure-pharmacokinetic relationships (QSPKR) analysis of adenosine A1 receptor agonists in rat. J. Pharm. Sci. 88, 306-312
50. 50 Kamano, Y. et al. (1998) Structure-cytotoxic activity relationship for the toad poison bufadienolides. Bioorg. Med. Chem. 6, 1103-1115
51. 51 Collantes, E.R. et al. (1996) Use of moment of inertia in comparative molecular field analysis to model chromatographic retention of nonpolar solutes. Anal. Chem. 68, 2038-2043
52. 52 Liu, R. and Matheson, L.E. (1994) Comparative molecular field analysis combined with physicochemical parameters for prediction of polydimethylsiloxane membrane flux in isopropanol. Pharm. Res. 11, 257-266
53. 53 Martin, Y.C. (1998) 3D QSAR: Current state, scope and limitations. In 3D QSAR in Drug Design: Recent Advances (Kubinyi, H., Folkers, G. and Martin, Y.C., eds), pp. 3-23, Kluwer/Escom
54. 54 Kovesdi, I. et al. (1999) Application of neural networks in structure-activity relationships. Med. Res. Rev. 19, 249-269
55. 55 Manallack, D.T. and Livingstone, D.J. (1999) Neural networks in drug discovery: have they lived up to their promise?, Eur. J. Med. Chem. 34, 195-208
56. 56 Rogers, D. and Hopfinger, A.J. (1994) Application of GFA to QSAR and QSPR. J. Chem. Inf. Comput. Sci. 34, 854-866