Comparative study of lipophilicity versus topological molecular descriptors in biological correlations

Subhash C Basak; D. K. Harriss; V. R. Magnuson

doi:10.1002/jps.2600730403

Comparative study of lipophilicity versus topological molecular descriptors in biological correlations

Subhash C Basak, D. K. Harriss, V. R. Magnuson

Natural Resources Research Institute

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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, I^W_D, and I^W_D), and molecular connectivity indices (¹χ, ¹χ^v) were used as the molecular descriptors. Results show that theoretical indices are comparable or superior to log P in biological correlations.

Original language	English (US)
Pages (from-to)	429-437
Number of pages	9
Journal	Journal of Pharmaceutical Sciences
Volume	73
Issue number	4
DOIs	https://doi.org/10.1002/jps.2600730403
State	Published - Apr 1984

Keywords

Biological activity—comparison of lipophilicity with topological molecular descriptors, diverse molecules
Lipophilicity—correlations with topological molecular descriptors, assessment of the biological activity of diverse molecules
Topology—molecular descriptors, comparison with lipophilicity, assessment of the biological activity of diverse molecules

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title = "Comparative study of lipophilicity versus topological molecular descriptors in biological correlations",

abstract = "This paper analyzes the relative efficacies of lipophilicity vis‐{\`a}‐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.",

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author = "Basak, {Subhash C} and Harriss, {D. K.} and Magnuson, {V. R.}",

year = "1984",

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AU - Basak, Subhash C

AU - Harriss, D. K.

AU - Magnuson, V. R.

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N2 - 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.

AB - 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.

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KW - Topology—molecular descriptors, comparison with lipophilicity, assessment of the biological activity of diverse molecules

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Comparative study of lipophilicity versus topological molecular descriptors in biological correlations

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