title: A QSAR study of biphenyl analogues of 2-nitroimidazo-[2, 1-b] [1, 3]-oxazines as antitubercular agents using genetic function approximation.
abstract: A QSAR study was performed on ninety eight substituted biphenyl analogues of 2-nitroimidazo-[2, 1-b] [1, 3]-oxazines as antitubercular agents to explore the importance of topological, thermodynamic, spatial and physicochemical properties of the molecules towards the antitubercular activity. Genetic function approximation (GFA) was used as the chemometric tool for the study. The study shows that ortho and meta linked attachments of the biphenyl analogs to 2- nitroimidazo-[2, 1-b] [1, 3]-oxazines are detrimental for the antitubercular activity. Hydrophobicity, branching and presence of electronegative atoms enhance the activity. Based on the r(m)(2)((overall)) criterion, which considers both internal validation and external validation, a GFA model with spatial, thermodynamic and topological descriptors appears to be the best model (r(m)(2)((overall)) = 0.556).
authors.affiliation: Division of Pharmaceutical Chemistry, Dr. B C Roy College of Pharmacy & Allied Health Sciences, Bidhannagar, Durgapur, 713 206, India. supratimray_in@yahoo.co.in
authors.forename: Supratim
authors.initials: S
authors.lastname: Ray
authors.forename: Partha Pratim
authors.initials: PP
authors.lastname: Roy
mesh_terms: D000995:Antitubercular Agents / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D009593:Nitroimidazoles / Q000737:chemistry; D010078:Oxazines / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship; D013816:Thermodynamics
chemical_list: D000995:Antitubercular Agents; D001713:Biphenyl Compounds; D009593:Nitroimidazoles; D010078:Oxazines; C010574:biphenyl