Crystal structure, Hirshfeld surface analysis, DFT and molecular docking studies on benzohydrazide derivatives as potential inhibitors of prostate cancer

Abstract

Abstract Single crystals of (E)-N'-((1‑chloro-3,4-dihydronaphthalen-2-yl)methylene)-3-nitro benzohydrazide and (E)-3‑chloro-N'-((1‑chloro-3,4dihydronaphthalen-2-yl)methylene) benzohydrazide crystals were grown from the (DMSO/ CDCl3) by slow evaporation growth technique. The Compounds 6a (C18H14ClN3O3) crystallized at orthorhombic system with Pbca space group and 6b (C18H14Cl2N2O) crystallized at tetragonal system with I 41/a space group through single-crystal X-ray diffraction analysis. The compounds were synthesized and characterized well by spectroscopic techniques. The morphology of crystals were analysed by SEM and the stability at different temperature was done by TG-DTA analysis. Theoretical calculations were performed using density functional theory by Gaussian 09 to develop the optimized geometry, polarizability and dipole moment. Molecular docking and in vitro studies were carried out for both the crystals. Molecular Dynamics simulations for the highest binding energy molecule 6a were studied with protein 3V49. Further, the pharmacokinetic properties were predicted for the compounds 6a & 6b. These findings may give vital information for further development.