title: Comparative study of lipophilicity versus topological molecular descriptors in biological correlations.
abstract: This paper analyzes the relative efficacies of lipophilicity vis-à-vis topological indices in the correlation of the biological properties of four groups of bioactive molecules: alcohols, barbiturates, triazinones , and ketobemidones . Wiener number (W), information-theoretic topological parameters (IC, SIC, CIC, IWD , and IWD ), and molecular connectivity indices (1 chi, 1 chi V) were used as the molecular descriptors. Results show that theoretical indices are comparable or superior to log P in biological correlations.
mesh_terms: D000438:Alcohols / Q000633:toxicity; D000700:Analgesics / Q000494:pharmacology; D000818:Animals; D001463:Barbiturates / Q000494:pharmacology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006540:Herbicides / Q000494:pharmacology; D007928:Lethal Dose 50; D008055:Lipids; D008614:Meperidine / Q000031:analogs & derivatives / Q000494:pharmacology; D008968:Molecular Conformation; D009294:Narcotics; D012995:Solubility; D013329:Structure-Activity Relationship; D014227:Triazines
chemical_list: D000438:Alcohols; D000700:Analgesics; D001463:Barbiturates; D006540:Herbicides; D008055:Lipids; D009294:Narcotics; D014227:Triazines; D008614:Meperidine; C012394:ketobemidone