Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods

Abstract

This study examine the experimental and computational properties of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole (CBT) based on the density functional theory (DFT). All the computational calculations for the investigated structure were carried out at the theoretical level B3LYP/6–311++G (d, p). The experimental and computational infrared spectra of the molecule were investigated, and complete vibrational assignments were performed on the basis of the potential energy distribution (PED) of the vibrational modes, Additionally, these compounds' solvatochromic behavior has been inspected, and values of the excited-state dipole moment are higher than the ground state for CBT and it is more polar in the excited state than in the ground state. Along with these studies, we have also conducted electronic structure characteristics. The energy gap of CBT was computed from Frontier Molecular Orbital (FMO) and it was observed at 4.91 eV Molecular Electrostatic Potential (MEP) gives the information about the charge distribution on the molecule, and Fukui function analyses have supported to find out the electronic properties of the molecule. Drug likeness studies shows that, HBA and HBD results are 4 and 1, respectively and these were agreed with the standard values. Molecular docking analysis has been conducted against inflammation species such as COX-2, α-Glucosidase, p38α MAP kinase, and EGFR with CBT. These results show good inhibitory activity against COX-2 receptor.

Keywords

• CBT
• DFT
• COX-2
• FMO
• MEP