Investigation of Coumarin Derivative 3-(1-o-toluidinoethylidene)-chromane-2,4-dione: IR Spectroscopic Characterization, NBO, and AIM Analysis and Molecular Docking Studies

Abstract

Various derivatives of coumarin have previously shown a wide range of biological activities. In this contribution, 3-(1-o-toluidinoethylidene)-chromane-2,4-dione (1) was analyzed by various theoretical techniques in order to understand the potential binding to anti-tumor target agents. The experimental IR spectrum was assigned and compared to theoretical in order to verify the applicability of applied DFT level of theory (B3LYP-D3BJH/6-311+G(d,p)). The Hirshfeld surface analysis (HSA) performed on the crystal structure of title compound allowed the analysis of inter-atomic interactions that lead to the crystal formation. The Natural Bond Orbital (NBO) and Quantum Theory of Atoms in Molecules (QTAIM) gave in-depth insight of the interactions governing the structure of molecule. Molecular docking towards UQCRB protein was used to investigate the possible interactions with proteins. The stability of molecules and various reactive positions make it a potential anti-tumor agent and further experimental studies are needed.