Synthesis, virtual screening, and computational approach of 6-(4-metoxyphenyl)-4-phenyl-1,2-dihydropyrimidin-2-one as a potential target for thioredoxin glutathione reductase (TGR)

The three-component condensation reaction of 4-methoxybenzaldehyde with acetophenone and urea in the presence of CF3COOH was investigated and as a result, 6-(4-methoxyphenyl)-4-phenyl-1,2-dihydropyrimidine-2-one was synthesized. The structure of the synthesized compound was confirmed by the X-ray method. Both the DFT and TD-DFT computations for comprehensive analysis of spectral data, and electronic parameters were carried out as an add-on to synthetic research and well corroborated with the experimental results. NBO, NLO, and Hirshfeld surface and energy framework analysis were also used to segregate the different intermolecular hydrogen bonds involved in the molecular packing strength. All DFT findings imply that the synthesized molecule has enhanced non-linear optical properties increased charge transfer and is a highly stable, and pro-active candidate for drugs. Furthermore, molecular docking studies were carried out to investigate the binding mechanism between 6-(4-metoxyphenyl)-4-phenyl-1,2-dihydropyrimidin-2-one and the thioredoxin glutathione reductase (TGR) complex. ADMET parameter analysis was also carried out for the compound to understand the compound's safety and compound efficiency for the drug candidate.