Prediction of octanol-water partition coefficients using a group contribution solvation model
Journal
Industrial and Engineering Chemistry Research
Journal Volume
38
Journal Issue
10
Pages
4081-4091
Date Issued
1999
Author(s)
Abstract
Using our recently derived group contribution solvation (GCS) model, we have developed a predictive model for the octanol−water partition coefficient (KOW), the GCSKOW model. In this model KOW is calculated from two molecular structure parameters, which take into account the size and shape effects, and one energy parameter that determines the attractive interactions between the solute and the solvent. On the basis of quantum mechanical studies, we found that for organic solutes with a single strong functional group, all these parameters can be obtained in a group contribution manner. Consequently, we present a database here for various functional group contributions in this new, easy-to-use model. The root-mean-square deviation of the predicted log KOW from the GCSKOW model for 226 solutes is found to be 0.14 (which corresponds to 38% in KOW), which is considerably less than those from the methods of Hansch and Leo (0.18 in log KOW or 51%), KOW−UNIFAC (0.21 or 62%), and LSER (0.23 or 71%).
SDGs
Type
journal article