A New Hydrazide-Hydrazone Based Schiff Base: Synthesis, DFT Calculations, in Silico Pharmacokinetics and Toxicity, Inhibitory Activity Against Tau Aggregation and SARS-CoV Mpro

Abstract

We report here a new imine compound (Schiff base) with a hydrazide-hydrazone moiety, N'-(5-nitro-2-(piperidin-1-yl)benzylidene)benzohydrazide. The present work deals with synthesis, spectral and structural characterization, in silico drug-likeness, target identification, and molecular docking studies of this compound. In this study, structural characterization was performed using complementary spectroscopic techniques, including X-ray, FT-IR,1H-NMR, and UV-Vis. Surface properties and electronic studies were investigated using the method DFT/B3LYP. Drug-likeness, physicochemical and pharmacokinetic (ADME) properties, toxicity evaluation, and biological target identification were fulfilled using some bioinformatics and cheminformatics web tools. Draggability studies indicated two biological targets for our compound: microtubule-associated protein tau and protease, and docking studies were performed on tau fibrils (5V5C and 3OVL) and Mpro (6LU7) of SARS-CoV-2 accordingly. © 2023, Iranian Institute of Research and Development in Chemical Industries. All rights reserved.