FTIR, NMR and UV-Visible Spectral Investigations, Theoretical Calculations, Topological Analysis, Chemical Stablity, and Molecular Docking Study on Novel Bioactive Compound: The 5-(5-Nitro Furan-2-Ylmethylen), 3-N-(2-Methoxy Phenyl),2-N′- (2-Methoxyphenyl) Imino Thiazolidin-4-One

In this work, a thiazole derivative, 5-(5-nitro furan-2-ylmethylen), 3-N-(2-methoxy phenyl),2-N'-(2-methoxyphenyl) imino thiazolidin-4-one (abbreviated by NF2MT), was characterized through Fourier transform infrared, UV-vis, H-1 and C-13 nuclear magnetic resonance (NMR) spectroscopy. Besides, a complete and detailed vibrational assignment have been achieved by means of density functional theory (DFT) calculations using the B3LYP theory and the 6 311G(d,p) basis set. Based on the electron density distribution, reduced density gradient and atoms-in molecules analyses have been performed to describe and identify the intra- and intermolecular interactions within the molecule. Non-covalent interactivities between non-bonded atoms were also characterized. In addition, the frontier molecular orbitals and global chemical reactivity descriptors of NF2MT were further investigated using DFT, revealing the most important electronic properties of the compound. The TD-DFT method at CAM-B3LYP/6-311G(d,p) level with the chloroform solvent and polarized continuum model was applied to obtain optical behavior as well as the electronic transitions for the molecule. On the other hand, molecular properties such as atomic charges (Mulliken and NBO) and molecular electrostatic potential were calculated to locate the most reactive sites in the molecule that promote hydrogen bond formation. Molecular docking studies were also carried out to predict and display binding sites of NF2MT with its target protein. The biological activity was tested with acetylcholinesterase and butyrylcholinesterase.

Automated summary

In this study, a thiazole derivative was characterized and its vibrational and electronic properties were investigated using various spectroscopic techniques and density functional theory calculations. The interactions and reactivity of the molecule were analyzed, and its optical behavior and binding sites were studied. The biological activity of the compound was also tested.