CHIRAL CHROMATOGRAPHY AND MULTIVARIATE QUANTITATIVE STRUCTURE PROPERTY RELATIONSHIPS OF BENZIMIDAZOLE SULFOXIDES

被引：21

作者：

CAMILLERI, P ^{[1
]}

LIVINGSTONE, DJ ^{[1
]}

MURPHY, JA ^{[1
]}

MANALLACK, DT ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT,FRYTHE,WELWYN GARDEN CIT AL6 9AR,HERTS,ENGLAND

来源：

JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN | 1993年 / 7卷 / 01期

关键词：

PRINCIPAL COMPONENTS ANALYSIS; NONLINEAR MAPPING; COMPUTATIONAL CHEMISTRY; UNSUPERVISED LEARNING; PATTERN RECOGNITION;

D O I：

10.1007/BF00141575

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Various benzimidazole sulphoxides were chirally resolved employing an amylase-based chiral stationary phase. The structure-property relationships of these compounds were investigated using calculated physicochemical properties, molecular modelling and multivariate statistical techniques. A data set of 254 molecular descriptors was used to represent the series of compounds. Analysis of the data set using principal components analysis and non-linear mapping suggested that the separation factor of each enantiomeric pair was associated with nine molecular properties and, in particular, molar refractivity of the Z substituent and the partial charge of atom 6. The separation factor of a sulphoxide not used in the analysis was well predicted thus suggesting that these models may be used to generalize.

引用

页码：61 / 69

页数：9

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