Using AM1 Hamiltonian in quantitative structure-properties relationship studies of alkyl (1-phenylsulfonyl)cycloalkane-carboxylate

On the basis of the Linear Solvation Energy Relationship (LSER) and the Theoretical LSER (TLSER), a modified theoretical LSER(MTLSER) model was deduced The AM1 Hamiltonian:contained in the MOPAC program package was used to compute descriptors for 28 alkyl (l-phenylsulfonyl)cycloalkane-carboxylates. The MTLSER model was successful in developing predictive equations for octanol/water partition coefficients(logKow), aqueous solubility(logSw), and adsorption coefficients for sediments(logKoc) of these compounds. The obtained equations can be used to predict logKow, logSw and logKoc of this series of compounds. Polarizability is a most significant term affecting the partitioning processes of these compounds. The study proved the advantages of the descriptors derived from quantum chemistry: they permit near a priori prediction of properties; they can be easily and precisely obtained by computation instead of experimentation (thus a large amount of expenses and time can be saved); and they have clear physicochemical interpretations. Copyright (C) 1996 Elsevier Science Ltd