Synthesis, crystal structure investigation, and theoretical approaches to discover potential 6-bromo-3-cyanocoumarin as a potent inhibitor MetAP (methionine aminopeptidase) 2

It has been ascertained that trifluoroacetic acid accelerates the Knoevenagel condensation reaction of 5-bromosalicylaldehyde and ethyl ester of cyanoacetic acid. As a result, the 6-bromo-3-cyanocoumarin compound has been synthesized and the structure was eventually confirmed by X-ray analysis. Based on the structure-activity relationship and literature survey we found this compound has a potent inhibitor for MetAP (methionine aminopeptidase) and further we have studied molecular docking to understand the binding interactions and also performed ADME/T studies for this compound. The surface reactivity and intermolecular interactions of the studied compound were investigated by Hirshfeld surface analysis. Energy framework analysis shows the interaction between pair of fragments with neighbor molecules. Furthermore, the DFT study is performed to investigate structural reactivity and stability at B3LY/6-311+G(d,p) functional. The decreased HOMO-LUMO gap (3.97 eV) indicates its higher reactivity and soft nature. Molecular electrostatic potential (MESP) analysis and NBO charges indicate the structure's reactive site and charge transfer. Excited analysis by using the TD-DFT was performed to get excitation energy (Delta E), absorbance, and oscillator strength (fo) of crucial transition. Theoretically predicted values of polarizability (alpha o) and hyperpolarizability (beta o) suggest their excellent optical and Nnar (NLO) properties.