Comparative Study of Lipophilicity versus Topological Molecular Descriptors in Biological Correlations

• Published in: Journal of pharmaceutical sciences 1984-04, Vol.73 (4), p.429-437
• Main Authors: Basak, S.C., Harriss, D.K., Magnuson, V.R.
• Format: Article
• Language: English
• Subjects: Alcohols - toxicity; Analgesics - pharmacology; Animals; assessment of the biological activity of diverse molecules; Barbiturates - pharmacology; Biological activity-comparison of lipophilicity with topological molecular descriptors; Biological activity—comparison of lipophilicity with topological molecular descriptors, diverse molecules; Biological and medical sciences; Chemical Phenomena; Chemistry, Physical; comparison with lipophilicity; diverse molecules; General pharmacology; Herbicides - pharmacology; Lethal Dose 50; Lipids; Lipophilicity-correlations with topological molecular descriptors; Lipophilicity—correlations with topological molecular descriptors, assessment of the biological activity of diverse molecules; Medical sciences; Meperidine - analogs & derivatives; Meperidine - pharmacology; Molecular Conformation; Narcotics; Pharmacology. Drug treatments; Physicochemical properties. Structure-activity relationships; Solubility; Structure-Activity Relationship; Topology-molecular descriptors; Topology—molecular descriptors, comparison with lipophilicity, assessment of the biological activity of diverse molecules; Triazines
• ISSN: 0022-3549; 1520-6017
• DOI: 10.1002/jps.2600730403

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 (1χ, 1χv) were used as the molecular descriptors. Results show that theoretical indices are comparable or superior to log P in biological correlations.