Quantum mechanical, spectroscopic and molecular docking studies of N-[4-cyano-3-(trifluoromethyl) phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide

Abstract

Abstract The title compound N-[4-cyano-3-(trifluoromethyl) phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide was characterized by FT-IR, FT-RAMAN, UV, 1H NMR and 13C NMR spectral analysis. The common name of the compound is Bicalutamide. The optimized molecular geometry, the vibrational wave numbers, the infrared intensities and the Raman scattering data were calculated by using density functional theory (DFT)B3LYP method 6-311++G(d,p) basis set. From the UV–Visible spectrum the electronic properties were evaluated by TD-DFT in DMSO solution and gas phase method using B3LYP/6-311++G(d,p). The calculated HOMO-LUMO band gap energy shows that charge transfer takes place within the molecule. The 1H and 13C nuclear magnetic resonance (NMR) chemical shifts of the molecule are calculated by Gauge Independent Atomic Orbital (GIAO) method. NBO analysis was carried out to find out the intra molecular electronic interactions and their stabilization energy. To study the biological activity of the molecule, molecular docking was done to identify the hydrogen bond lengths and binding energy with prostate cancer protein.