European Journal of Medicinal Chemistry 2008-04-01

QSPR modeling of octanol/water partition coefficient for vitamins by optimal descriptors calculated with SMILES.

A A Toropov, A P Toropova, I Raska

Index: Eur. J. Med. Chem. 43 , 714-40, (2008)

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Abstract

Simplified molecular input line entry system (SMILES) has been utilized in constructing quantitative structure-property relationships (QSPR) for octanol/water partition coefficient of vitamins and organic compounds of different classes by optimal descriptors. Statistical characteristics of the best model (vitamins) are the following: n=17, R(2)=0.9841, s=0.634, F=931 (training set); n=7, R(2)=0.9928, s=0.773, F=690 (test set). Using this approach for modeling octanol/water partition coefficient for a set of organic compounds gives a model that is statistically characterized by n=69, R(2)=0.9872, s=0.156, F=5184 (training set) and n=70, R(2)=0.9841, s=0.179, F=4195 (test set).