Synthesis, Hirshfeld surface analysis, spectral investigations, DFT calculations, ADME studies and molecular docking of Hexahydropyrimidines derivative against dimeric Apolipoprotein A-IV

Abstract

On Ethyl 6-(4-chlorophenyl)-4-hydroxy-2-oxo-4-(trifluoromethyl)hexahydropyrimidine-5-carboxylate (ECHFPC), X-ray crystallographic, FT-IR, DFT, MEP, UV-Vis, Molecular docking studies and ADME properties are conducted. From X-ray diffraction studies it shows that the structure belongs to a monoclinic system with space group P21/c. The molecular surface and hydrogen bonding interactions in the ECHFPC crystal structure were found and studied using a 2D fingerprint plot and Hirshfeld Surfaces. The calculated optimized geometry of the ECHFPC molecule is determined using DFT–B3LYP calculations with the 6-31++G (d, p) basis set and the experimental bond length and bond angles are compared. Molecular Electrostatic Potential (MEP) aids in the optimization of protein-ligand electrostatic interactions. The measured vibrational frequencies of the FT-IR spectrum are compared with experimental values and it shows good agreement. The small molecule (ECHFPC) docking experiments with the target protein revealed that it is a good molecule that docks well with dimeric Apolipoprotein A-IV protein. The comparison of ECHFPC with Statin drugs available in the market with dimeric Apolipoprotein A-IV (PDB ID: 3S84) was also discussed. The online server preADMET was used to measure the absorption, distribution, metabolism and excretion (ADME) properties.