Theoretical study of the chemical reactivity and molecular quantum similarity in a series of derivatives of 2‐adamantyl‐thiazolidine‐4‐one using density functional theory and the topo‐geometrical superposition approach

Abstract

AbstractA theoretical study for the determination of chemical reactivity of a series of 2‐adamantyl‐thiazolidine‐4‐one derivatives was performed. These molecules are inhibitors of inverse transcriptase activity of human immunodeficiency virus type 1 (HIV‐1) that prevents the replication of HIV‐1 in cells without causing an appreciable effect on other retroviral particles or cellular polymerases. To determine the nature of the bond, enzyme substrate was used for quantum similarity molecular calculations, using the alignment of topo‐geometrical superposition approach, solving the problem of finding the best alignment. The reactivity descriptors provide an appropriate methodology to evaluate molecular quantum similarity of these molecular structures, in the context of the density functional theory, taking into account the electronic effects quantified by the quantum similarity descriptor of Coulomb, which turned out to be the best molecular descriptor to describe the electron correlation structures; the determination of the reactive sites is of great importance for the determination of chemical reactivity, providing a bridge between the fields of chemical reactivity, and molecular quantum similarity allows us to find new characteristics and properties of reactivity on these kinds of molecules. © 2011 Wiley Periodicals, Inc. Int J Quantum Chem, 2011