Synthesis, crystal structure, and density functional theory study of a new compound 4‐(2‐chlorobenzyl)‐1‐(5‐fluoro‐2‐hydroxy‐3‐(thiomorpholinomethyl)phenyl [1,2,4]triazolo[4,3‐a]quinazolin‐5(4H)‐one

Abstract

AbstractIn this paper, a novel SHP244 derivative 4‐(2‐chlorobenzyl)‐1‐ (5‐fluoro‐2‐hydroxy‐3‐ [thiomorph‐olinomethyl] phenyl)‐ [1,2,4]triazolo [4,3‐a] quinazolin‐5(4H)‐one was synthesized through five steps. The single crystals were grown in a suitable solvent system (dichloromethane and methanol). Its structure was confirmed by 1H NMR, 13C NMR spectroscopy, ESI‐MS, m/z: 534.12[M‐H] (MS), FT‐IR, and X‐ray single crystal diffraction. The crystal structure of the title compound was optimized by density functional theory (DFT) calculation. The crystal structure after X‐ray single crystal diffraction was compared with the structure optimized by DFT calculation, and the result shows that the two structures are consistent. In order to explore certain physical and chemical properties, the frontier molecular orbital and molecular electrostatic potential of the title compound were analyzed. In addition, the docking of the title compound to the target protein was studied to understand the docking effect of the compound with the target protein.