Identification of 3-Nitro-2,4,6-trihydroxybenzamide Derivatives as Photosynthetic Electron Transport Inhibitors by QSAR and Pharmacophore Studies

Abstract
In the present investigation, quantitative structure–activity relationship (QSAR) analysis was performed on a data set consisting of structurally diverse compounds in order to investigate the role of their structural features on their photosynthetic electron transport Inhibitors. The best 2D-QSAR model was selected, having correlation coefficient r
2 = 0.8544 and cross-validated squared correlation coefficient q
2 = 0.7139 with external predictive ability of pred_r
2 = 0.7753. The results obtained in this study indicate that the presence of hydroxy and nitro groups, expressed by the SsOHcount and SddsN (nitro) count, is the most relevant molecular property determining efficiency of photosynthetic inhibitory. Molecular field analysis was used to construct the best k-nearest neighbor (kNN-MFA)-based 3D-QSAR model using SA-PLS method, showing good correlative and predictive capabilities in terms of

\({q}^{2}\,=\,0.7694\)

and

\(\hbox{pred}{\_}{r}^{2}\,=\,0.7381\)

. The pharmacophore model includes three features viz. hydrogen bond donor, hydrogen bond acceptor, and one aromatic feature. The developed model was found to be predictive and can be used to design poten...

Source: Interdisciplinary Sciences, Computational Life Sciences - May 21, 2016 Category: Bioinformatics Source Type: research