Synthesis, X-ray crystal structure, IR and Raman spectroscopic analysis, quantum chemical computational and molecular docking studies on hydrazone-pyridine compound: As an insight into the inhibitor capacity of main protease of SARS-CoV2

Abstract

The characterization and synthesis of 3-chloro-2-{(2E)-2-[1-(4-chlorophenyl)ethylidene]hydrazinyl}pyridine (CCPEHP) was investigated in our study. Mass and UV-visible spectra were recorded in chloroform solvent. The CCPEHP molecule containing pyridine and chlorophenyl rings and hydrazone group crystallized in the triclinic system and P-1 space group. FTRaman and FTIR spectra were performed in the solid state. The optimized geometry of CCPEHP was computed by DFT/B3LYP method with 6-311G (d, p) and 6-31G (d, p) levels. The computed vibrational analysis, electronic absorption spectrum, electronic properties, molecular electrostatic potential, natural bond orbitals analysis and other calculated structural parameters were determined by using the DFT/B3LYP/6-31G (d, p) basis set. The correlation of fundamental modes of the compound and the complete vibrational assignments analysis were studied. The strong and weak contacts were identified by using Hirshfeld surface analysis. The molecular modeling results showed that CCPEHP structure strongly binds to COVID-19 main protease by relative binding affinity of -6.4 kcal/mol.

Synthesis, characterization, DFT, antioxidant, antibacterial, pharmacokinetics and inhibition of SARS-CoV-2 main protease of some heterocyclic hydrazones

“…Pi-Pi Cation, Pi-Sulfur and Pi-alkyl type interactions are included in the hydrophobic category of van der Waals forces, while the hydrophilic interactions included H-bonding forces [ 38 , 80 ]. From these results, we observe that HYDZ-1, HYDZ-2 and HYDZ-3 have a Pi-Sigma bond which does not appear in the standards.…”

Solubility determination, dissolution properties and solid transformation of resmetirom (form A) in heptane and seven alcohols

“…22,23 All quantum calculations were used in the Gaussian16 soware with the B3LYP exchange-correlation functionals and the 6-311G (d, p) basis set, combined with the BJ-damping function proposed by Grimme to account for long-range effects. 24 In order to establish a more precise quantitative analysis model, geometry optimization and vibrational analysis were carried out for both form A and solvates, meanwhile, FTIR spectra were simulated. The correction factor (0.961) was also applied to calibrate all calculated vibrational frequencies.…”

Identification of Novel Coumarin Based Compounds as Potential Inhibitors of the 3-Chymotrypsin-Like Main Protease of Sars-Cov-2 Using Dft, Molecular Docking and Molecular Dynamics Simulation Studies

“…Moreover, the molecular electrostatic potential is a useful tool to estimate the reactivity of the drugs toward electrophilic and nucleophilic attacks. The highest negative and positive potentials were characterized by red and blue colors [47], while other colors indicate their respective intermediate potentials on the total electron density surface. The MEP map of 6-tert-octyl coumarin range from -0.111e0 to 0.111e0 a.u.…”