title: Novel use of chemical shift in NMR as molecular descriptor: a first report on modeling carbonic anhydrase inhibitory activity and related parameters.
abstract: A novel use of NMR chemical shift of the SO(2)NH(2) protons (in dioxane as solvent) as a molecular descriptor is described for modeling the inhibition constant for benzene sulfonamides against the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1). The methodology is extended to model diuretic activity and lipophilicity of benzene sulfonamide derivatives. The regression analysis of the data has shown that the NMR chemical shift is incapable of modeling lipophilicity. However, it is quite useful for modeling the diuretic activity of these derivatives. The results are compared with those obtained using distance-based topological indices: Wiener (W)-, Szeged (Sz)-, and PI (Padmakar-Ivan) indices.
authors.affiliation: Research Division, Laxmi Fumigation and Pest Control (P) Ltd, 3, Khatipura, Indore 452 007, India. pvkhadikar@rediffmail.com
authors.forename: Padmakar V
authors.initials: PV
authors.lastname: Khadikar
authors.forename: Vimukta
authors.initials: V
authors.lastname: Sharma
authors.forename: Sneha
authors.initials: S
authors.lastname: Karmarkar
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry / Q000494:pharmacology; D002257:Carbonic Anhydrase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D004146:Dioxanes; D004232:Diuretics / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008958:Models, Molecular; D011522:Protons; D021281:Quantitative Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D001555:Benzene Derivatives; D002257:Carbonic Anhydrase Inhibitors; D004146:Dioxanes; D004232:Diuretics; D011522:Protons; D013449:Sulfonamides; C025223:1,4-dioxane