Bioactive conformation analysis of anthranilic diamide insecticides: DFT-based potential energy surface scanning and 3D-QSAR investigations

Anthranilic diamides are fasting growing class insecticides in modern crop protection for their high activity, low ecotoxicity, and broad insecticidal spectra. However, the bioactive conformations of anthranilic diamides are still unclear until now. In the present study, DFT-based potential energy surface scanning was used to detect the low energy conformations of chlorantraniliprole, then were used respectively in the structure alignment for a series of anthranilic diamide compounds followed by detailed CoMFA and CoMSIA analyses. Finally, the bioactive conformations of anthranilic diamide insecticides were revealed from a series of low energy conformations, which might provide some clues for future insecticide design.

Graphical abstractDFT-based potential energy surface scanning has been performed to obtain low energy conformations of chlorantraniliprole. CoMFA analysis was used to explore possible active conformation of chlorantraniliprole from a series of low energy conformations. The revealed bioactive conformation was also validated by CoMSIA and the contour map analyses.Figure optionsDownload full-size imageDownload as PowerPoint slide