Prediction of partition coefficient and toxicity for benzaldehyde compounds by their capacity factors and various molecular descriptors

The logK(ow) and logS(w) values of 14 substituted benzaldehyde compounds we re determined by the shake-flask method. Acute toxicities of 14 substituted benzaldehyde compounds to Daphnia magna were recorded. Their capacity fact ors (k(')) were determined by reversed phased high-performance liquid chrom atography (RP-HPLC) on C-18 column and methanol-water eluent. Molecular con nectivity indices, the linear solvation energy relationships (LSER) paramet ers and quantum chemical parameters were calculated for the tested chemical s and used to develop quantitative structure-retention relationship (QSRR) and quantitative structure-property/activity relationship (QSPR/QSAR). Resu lts demonstrated that the molecular connectivity indices, LSER parameters, and quantum chemical parameters could be used to predict the k(') for compo unds studied, LSER method was more accurate. The results also show that chr omatographic retention data, logk('), can be used to predict logK(ow) and l ogS(w) for tested compounds. The logk(w)(') can be directly utilized as hyd rophobic descriptors to predict the toxicity to D. Magna for benzaldehyde c ompounds. (C) 2001 Elsevier Science Ltd. All rights reserved.