Quantum computational, molecular structure, experimental spectra, and molecular docking studies on (S)-3-benzyl-5-(phenylselanyl)-6-(p-tolyl)-3,4-dihydropyran-2-one

Abstract

The published molecule (S)-3-Benzyl-5-(phenylselanyl)-6-(p-tolyl)-3,4-dihydropyran-2-one (3B6PL) was selected for the identification of anticancer properties, and the computational calculations were employed using density function theory (DFT) with the B3LYP/6–311++G (d,p) basis set to validate the proposed molecular structure features by the theoretical computational calculations. Herein, the FT-IR, UV-800, 1H NMR, and 13C NMR analytical techniques were used for the characterization of the selected molecule. In FT-IR, the characteristic frequencies of the molecule were compared using an appropriate scaling factor (0.961) for the potential energy distribution (PED) and simulated spectra of 3B6PL. Moreover, UV-800 and NMR spectral data were validated using the NBO that was demonstrated to the charge transfer in the molecules and exhibits a prominent second-order perturbation energy, E(2) value is 309.85 kcal/mol. HOMO-LUMO, Molecular electrostatic potential (MEP) both find molecule's electrical properties, as well as its softness, hardness, and overall stability. To understand the reactive locations of the molecule, fukui functions have been employed. Moreover, the exceptional NLO (non-linear optical) characteristics of the molecule were demonstrated, and intermolecular interactions were evaluated using a Hirshfeld surface as well. On the contrary, the druglikeness of the molecule was evaluated under Lipinski's rule of five and ADME/T studies. In-silico analysis and molecular docking were also demonstrated for the anticancer potential of the proposed molecule against the kinase insert domain receptors of VEGFR and showed binding affinities of -6.3 kcal/mol for the VEGFR-ligand complex as a preliminary investigation. Therefore, this compound could be used for in-vitro and in-vivo analyses to find out its cytotoxicity and could also be derivatized to enhance its potent anticancer properties.