Synthesis, structures, drug-likeness, in vitro evaluation and in silico docking on novel N-benzoyl-N′-phenyl thiourea derivatives

Abstract

In this paper, we have synthesized a series of N-benzoyl-N′-phenyl thiourea derivatives and characterized them by FTIR, elemental analysis, NMR, and X-ray single crystal diffraction. Intermolecular interactions were shown via NH⋯O, NH⋯S, CH⋯O, CH⋯S hydrogen bonds and π⋯π interactions in crystal. Furthermore, antifungal activity of these compounds was determined against Fusarium graminearum, Botryosphaeria ribis, Botryosphaeria berengriana and Cercospora brassicicola P. Hennings. In order to screen anti-cancer drugs, molecular docking was performed by using Hsp90 protein and target ligands (1∼8). Finally, parameters drug-likeness, ADME properties, toxicity effects (mutagenic, tumorigenic, irritant, and reproductive) and drug scores were calculated for evaluating bioavailability of thioureas. The results show that compound 4 has good antifungal activity compared with standard drugs and compound 5 has the potential to become an HSP90 inhibitor. More importantly, all synthesized compounds had good drug-likeness properties.