Synthesis, spectral characterization, DFT, and docking studies of (4-amino-2-(phenylamino)thiazol-5-yl)(thiophene- 2-yl)methanone and (4-amino-2-(4-chlorophenyl)aminothiazol- 5-yl)(thiophene-2-yl)methanone

Abstract

Novel compounds (4-amino-2-(phenylamino)thiazol-5-yl)(thiophene-2-yl)methanone and (4-amino-2-(4-chlorophenyl)aminothiazol-5-yl)(thiophene-2-yl)methanone are synthesized and characterized by UV, IR, 1H and 13C NMR, and high-resolution mass spectrometry. The structural optimization and the interpretation of theoretical vibrational spectra is made by the density functional theory calculation using Becke's three-parameter exchange functional in combination with the Lee—Yang—Parr correlation Gaussian 09 program package with the standard 6-311G basis software set. The equilibrium geometry, various bonding features, and harmonic vibrational wave numbers of the titled compound are investigated using the density functional theory calculation. Structural changes in the molecule due to the substitution of the electron withdrawing group are also analyzed. The Mülliken population analysis on atomic charges is performed. The thermodynamic stability in the ground state and reactivity of the compounds in the excited state are explained by the HOMO—LUMO energy gap. The molecular docking study is carried out using Hex 8.0. This study aids to understand the antibacterial activity of the compound.