Abstract
A novel method of estimating Hansch's hydrophobic constant (log P) by making use of the solvent-accessible surface area (SA) with correction for the hydrophilic effect of any polar moiety (SH) is proposed. The correlation coefficient (r) between observed and estimated values of log P was 0.995 with 138 miscellaneous compounds. The method can reproduce the differences of log P among geometrical isomers. Such differences are not calculable by using other available methods. An application of SA and SH to the regression analysis of water-solubility data of 156 different organic liquids gave r=0.981. The proposed method may offer new insight into the physicochemical nature of hydrophobic phenomena.
