Synthesis, functional group analysis (experimental and theoretical), solvent –Solute interactions, structural insights of (E)-3-(4-chloro-3-(trifluoromethyl) phenyl) imino) indolin-2-one–In-vitro Antimicrobial activity

Abstract

(E)-3-(4-chloro-3-(trifluoromethyl) phenyl) imino) indolin-2-one (4CTFI) has been synthesised and its structural features have been investigated by spectroscopic (FT-IR, FT-Raman, NMR and UV–vis) techniques. 4CTFI was optimized in gas phase, PA (polar aprotic), PP (polar protic) and NP (nonpolar) solvent phases using WB97XD/6-311++G(d,p) method. Vibrational assignments pertaining to different modes of vibration with potential energy distribution (PED) have been augmented by normal coordinate analysis (NCA). Using natural bond orbital (NBO) analysis, the compound's electronic stability as a consequence of hyper conjugative couplings and charge delocalization has been assessed. The Fukui functions and Molecular Electrostatic Potential (MEP) surface have been utilized to provide information about the nucleophilic and electrophilic locations for the aforesaid phases. The frontier molecular orbital (FMO) energy gap probably indicates a compound's strong chemical reactivity and enables eventual charge transfer inside the molecule. Furthermore, electron-hole distributions for four excited states and topological studies have been discussed. Moreover, this chemical adheres to Lipinski's decree, which implies that, in concept, consuming an oral intake will not be troublesome. ADMET (Absorption, Distribution, Metabolism, Excretion and Toxicity) attributes have been investigated to evaluate drug discovery initiatives of our synthetic molecule. Docking of 4CTFI with antimicrobial proteins have been performed and the minimum binding energy of -6.52 kcal/mol was obtained for 4WAS protein. Macromolecule flexibility and stability on protein-ligand interactions have been effectively studied using the molecular dynamics simulation. Tests of in-vitro antimicrobial efficacy have been performed on microbial strains.