DFT, ADME, Docking and Anti-inflammatory Activity of (E)-3-(3-Bromo-4-Methoxyphenyl)-1-(Substituted phenyl) Prop-2-en-1-ones

Abstract

We have prepared two aryl α- and β-unsaturated ketones by microwave irradiation, and their formation is characterized by IR and NMR spectra. The DFT calculations are performed with the Gaussian 09 program using the B3LYP/6-311G(d,p) basis set. The structures of the present compounds are optimized. The existence of the trans-configuration in the present compounds is verified by proton NMR coupling constants and supported by a dihedral angle of 180° from DFT calculations. Their orbital energies and global descriptors are revealed. The NLO behavior of BMMP and BMDFP is calculated from their hyperpolarizabilities and found to be higher than that of standard urea’s hyperpolarizability. Further, their ADME properties are studied using SwissADME and pkCSM tools, and the results are favorable for drug behavior. Docking with the COX-2 enzyme was performed using Autodock, and the binding affinity of the compounds to the enzyme was predicted (PDB ID: 3LN1). The In vitro study was also screened using the BSA method, and good inhibitory properties were observed.