Investigations on spectroscopic, ADMET properties and drug-likeness, molecular docking, chemical properties of (2E)-3-(biphenyl-4-yl)-1-(2,4-dichlorophenyl)-prop-2-en-1-one by combined density-functional theory

Abstract

The title compound, (2E)-3-(Biphenyl-4-yl)-1-(2,4-dichlorophenyl)-prop-2-en-1-one (BPDC) has been derived from the compounds namely biphenyl-4-carbaldehyde and 2,4-dichloroacetophenone to perform 3D-Potential energy conformations for molecular stability by DFT calculation of B3LYP/6-311++G(d,p). The geometrical optimization and atoms vibrational spectral data observed FT-IR and FT-Raman spectra values were compared with theoretical values (B3LYP, CAM-B3LYP). The molecule was characterized by absorbed infrared radiation, scattered Raman techniques with the attention on important functional groups (Cl, O, N). Electro negativity difference has been discussed and their biochemical and biomedical properties have been examined. The chemical reactivity of the compound was characterized by MEP-map, NHO, NLMO, and NBO analyses. The frontier molecular orbital (HOMO–LUMO) energy gap, vertical electron truncation of UV–Visible spectrum, and their λ-max value have been compared with CAM-B3LYP and M062X/6-311++G(d,p) approach data. The orbitals arrangements were studied by the density of states (DOS) and the partial density of states (PDOS). BPDC is investigated by Hirshfeld surface analysis that employs three-dimensional contours and two-dimension fingerprint area for intermolecular interactions quantitatively. The biological investigations like drug-likeness and toxicity properties of BPDC molecule were conformed to Lipinski's rule of five and ADMET properties, respectively. The title molecule exhibits a good bioactive score and less toxicity. Antibacterial and also antifungal activities of BPDC were done by docking analysis.