Molecular modeling and cytotoxic activity of a novel bischalcone

Chalcones and their derivatives present many known biological activity such as antitumor1, anti-inflamatory, antibacterial and other bioactivities2. The terpenoid-like bischalcone (1E, 4E)-1-(3-chlorophenyl)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-one (BC) was synthesized by Claisen-Schmidt condensation reaction. X-ray single-crystal diffraction explored insights into the structural architecture and supramolecular arrangement. The structure was solved using Olex23, with the ShelXT structure solution and refined with the ShelXL4. Theoretical calculation such as Hirshfeld surface, QTAIM, frontier molecular orbital and MEP were calculated at B3LYP/6-311++G(d,p) level of theory5. In addition, a molecular docking study on BC was carried out using AutoDock-Vina software6. The receptor X-ray crystallographic structure was retrieved from the Protein Data Bank, (PDB). Also, cytotoxic activity against tumor cell lines was evaluated. The crystal packing features two weak C–H…O interactions and C–H…π hydrophobic interaction. Molecular docking investigates the structural affinities of the BC against DNA (PDB ID: 1BNA).