QSPRs Compared with HPLC Experimentsfor Estimation of Kow for N-PACs

摘要

Simple quantitative structure-property relationships (QSPRs) have been comparedwith high-performance liquid chromatography (HPLC) experiments for prediction of 1-octanol/water partition coefficients (K_(ow)) for nitrogen-containing polycyclic aromatic compounds (N-PACs). Rekker'sf-fragment method was used as a representative of a general method and asimple specific model based on molecular size, nitrogen occurrence, and lone pair availabilitywas formulated as a representative of a specific model. The HPLC method gave an overall aver-age error (AE) of 0.134 log Kow units and a mean square error (MSE) of 0.044 for the N-PACs.The simple specific model also gave good predictions with MSE = 0.060 and AE = 0.21 log Kos,units, only slightly less accurate than the experimental HPLC method. Rekker'sf-fragmentmethod was not as suitable for prediction of Kow of PACs as the other methods. Thef-fragmentmethod gave an MSE of 0.085 and an AE of 0.29 log K_(ow)units.