Synthesis, Structural Characterization, and Biological Evaluation of (E)-N-(4-Bromobenzylidene)-3-Methoxybenzohydrazide Monohydrate

Abstract

Synthesis and structural elucidation of a new type of hydrazone Schiff base (E)-N’-(4-Bromobenzylidene)-3-Methoxybenzohydrazide Monohydrate, and its structure were characterized by FT-IR, 1H, 13C NMR and mass spectroscopic analysis. The single crystals of (4-BRMBH) were grown from the DMSO solvent, orthorhombic system with P212121 space group through single-crystal X-ray diffraction analysis. DFT calculations were performed to understand the electronic properties including frontier molecular orbitals (FMO), molecular electrostatic potentials, and global chemical reactivity descriptors. Intermolecular interactions in the crystal structures were obtained using the Hirshfeld surface analysis. The majority contribution to the Hirshfeld surface is H···H (39.5%) contacts. The molecular docking study were carried out by in silico method to analyse their anti-tuberculosis aspect against InhA, the enoyl acyl carrier protein reductase from Mycobacterium tuberculosis. Finally, chemical absorption, distribution, metabolism, excretion, and toxicity (ADMET) properties were determined.

Keywords

• Hybrid crystals
• π···π interactions
• Molecular docking
• Hirshfeld surface
• ADMET