Using theoretical descriptions in quantitative structure activity relationships: Application to partition properties of alkyl (1-phenylsulfonyl)cycloalkane-carboxylates

The widespread application of computational techniques to studies in biology, chemistry and environmental sciences has led to a quest for important, characteristic molecular parameters that may be directly derived from these computational methods. Theoretical linear solvation energy relationships (TLSER) combine computational molecular orbital parameters with the linear solvation energy relationship (LSER) of Kamlet and Taft to characterize, understand, and protect biological, chemical, and physical properties of chemical compounds. This paper describes the derivation ofTLSERs for three properties, octanol/water partition coefficient, water solubility, and soil adsorption coefficient, for a series of 28 alklyl (1-phenylsulfonyl)cycloalkane-carboxylates. TLSER molecular parameters obtained with both the MNDO and AM1 Hamiltonians are compared, furthermore, these are compared with TLSER descriptions recently proposed by other researchers.