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January 1, 1992Chemical and Pharmaceutical Bulletin537 citationsOpen Access

Simple Method of Calculating Octanol/Water Partition Coefficient.

IMIKUO MORIGUCHISHShuichi HironoQLQian Liu

Key Points

  • To develop a simplified computational method for calculating octanol/water partition coefficients (log P) across a diverse set of organic molecules.
  • Analyzed a diverse dataset of N=1230 organic compounds, encompassing aliphatic, aromatic, heterocyclic molecules, drugs, and agrochemicals.
  • Constructed a predictive structure-log P model using multiple regression analysis incorporating 13 parameters representing hydrophobic/hydrophilic atoms, proximity effects, unsaturated bonds, amphoteric properties, and specific functional groups.
  • The 13-parameter model yielded a statistically significant quantitative structure-log P relationship with an F-statistic of 900.4.
  • A saturation effect was identified among the parameters for hydrophobic atoms, hydrophilic atoms, and unsaturated bonds within the predictive framework.

Abstract

A simple method of calculating log P (partition coefficient in octanol/water) has been developed based on the quantitative structure-log P relationship for 1230 organic molecules having a wide variety of structures. The 1230 organic compounds investigated included general aliphatic, aromatic, and heterocyclic molecules together with various drugs and agrochemicals. The predictive structure-log P model obtained by multiple regression analysis involved only 13 parameters for hydrophobic atoms, hydrophilic atoms, their proximity effects, unsaturated bonds, amphoteric property, and several specific functionalities. A saturation effect was recognized in the parameters for hydrophobic and hydrophilic atoms, and unsaturated bonds. The structure-log P relationship was highly significant as the F-statistics=900.4. This simple method appears accurate enough for semiquantitative uses in structure-activity rating studies, especially for quantitative structure-activity relationship in toxicity.

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Cite This Study

MORIGUCHI et al. (1992) studied this question.

synapsesocial.com/papers/6a0df274d266b659c409c869https://doi.org/10.1248/cpb.40.127
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