STRUCTURAL, QUANTUM CHEMICAL, AND MOLECULAR DOCKING INVESTIGATIONS OF A TRIAZOLE DERIVATIVE

Abstract

The structure of a triazole derivative, (E)-4-((furan-2-ylmethylene)amino)-3-methyl-1H-1,2,4-triazole-5(4H)-thione (4FAMTT), has been elucidated using spectroscopic and single crystal X-ray diffraction studies. The crystal structure is stabilized by N2—H2···S1 intermolecular interaction that leads to the formation of a dimer. The computational investigations using Density Functional Theory (DFT) have been performed to optimize the geometrical parameters which, by and large, agree with the X-ray data. The Frontier Molecular Orbitals (FMOs) have been studied to estimate the kinetic stability and reactivity of the molecule. The global reactivity descriptors and molecular electrostatic potential (MEP) may help identify the molecule’s reactive locations for possible interactions. The Hirshfeld surface (HS) and 2D fingerprint plot analysis have been employed to investigate inter-contacts in the crystal structure. The interaction energies that stabilize the crystal packing have been calculated and represented graphically. The molecular docking analysis indicates a high binding affinity of 4FAMTT for the COX-2 protein (PDB ID: 5KIR) and is able to bind its active site with a relatively strong interaction.