title: 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 [Formula: see text] and [Formula: see text]. 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 potent photosynthetic electron transport activities prior to their synthesis for further lead modification.
authors.affiliation: Drug Research Laboratory, School of Pharmacy, Devi Ahilya University, Takshila Campus, Khandwa Road, Indore, M.P., 452 001, India. mukeshcsharma@yahoo.com.
authors.forename: Mukesh C
authors.initials: MC
authors.lastname: Sharma
mesh_terms: D000465:Algorithms; D001549:Benzamides / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D004579:Electron Transport; D010788:Photosynthesis / Q000187:drug effects*; D021281:Quantitative Structure-Activity Relationship
chemical_list: D001549:Benzamides
keywords: 3-Nitro-2,4,6-trihydroxybenzamide; Pharmacophore; Photosynthetic electron transport inhibitors; k-nearest neighbor