Accéder au contenu
Merck

Toward prediction of alkane/water partition coefficients.

Journal of medicinal chemistry (2008-06-19)
Anita Toulmin, J Matthew Wood, Peter W Kenny
RÉSUMÉ

Partition coefficients were measured for 47 compounds in the hexadecane/water ( P hxd) and 1-octanol/water ( P oct) systems. Some types of hydrogen bond acceptor presented by these compounds to the partitioning systems are not well represented in the literature of alkane/water partitioning. The difference, DeltalogP, between logP oct and logP hxd is a measure of the hydrogen bonding potential of a molecule and is identified as a target for predictive modeling. Minimized molecular electrostatic potential ( V min) was shown to be an effective predictor of the contribution of hydrogen bond acceptors to DeltalogP. Carbonyl oxygen atoms were found to be stronger hydrogen bond acceptors for their electrostatic potential than heteroaromatic nitrogen or oxygen bound to hypervalent sulfur or nitrogen. Values of V min calculated for hydrogen-bonded complexes were used to explore polarization effects. Predicted logP hxd and DeltalogP were shown to be more effective than logP oct for modeling brain penetration for a data set of 18 compounds.

MATÉRIAUX
Référence du produit
Marque
Description du produit

Sigma-Aldrich
Acétonitrile, suitable for HPLC, gradient grade, ≥99.9%
Sigma-Aldrich
Acétone, ACS reagent, ≥99.5%
Sigma-Aldrich
Tetrahydrofurane, inhibitor-free, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Acétate d'éthyle, ACS reagent, ≥99.5%
Sigma-Aldrich
Acétone, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Acétonitrile, HPLC Plus, ≥99.9%
Sigma-Aldrich
Acétate d'éthyle, suitable for HPLC, ≥99.7%
Sigma-Aldrich
Acétone, HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%
Sigma-Aldrich
Tetrahydrofurane, contains 250 ppm BHT as inhibitor, ACS reagent, ≥99.0%
Sigma-Aldrich
Éther diéthylique, anhydrous, ACS reagent, ≥99.0%, contains BHT as inhibitor
Sigma-Aldrich
Pyridine, ACS reagent, ≥99.0%
Sigma-Aldrich
Éther diéthylique, suitable for HPLC, ≥99.9%, inhibitor-free
Sigma-Aldrich
Éther diéthylique, ACS reagent, anhydrous, ≥99.0%, contains BHT as inhibitor
Sigma-Aldrich
Acétonitrile, ACS reagent, ≥99.5%
Sigma-Aldrich
1,4-Dioxane, ACS reagent, ≥99.0%, contains ≤25 ppm BHT as stabilizer
Sigma-Aldrich
Pyridine, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Acétonitrile, suitable for HPLC, gradient grade, ≥99.9%
Sigma-Aldrich
Acétonitrile, anhydrous, 99.8%
Sigma-Aldrich
Anisole, ReagentPlus®, 99%
Sigma-Aldrich
1,4-Dioxane, ACS reagent, ≥99.0%
Sigma-Aldrich
Acétate d'éthyle, suitable for HPLC, ≥99.8%
Sigma-Aldrich
Tetrahydrofurane, anhydrous, ≥99.9%, inhibitor-free
Sigma-Aldrich
1,4-Dioxane, suitable for HPLC, ≥99.5%
Sigma-Aldrich
Acétone, ACS reagent, ≥99.5%
Sigma-Aldrich
Tetrahydrofurane, anhydrous, contains 250 ppm BHT as inhibitor, ≥99.9%
Sigma-Aldrich
Indole, ≥99%
Sigma-Aldrich
Coumarin, ≥99% (HPLC)
Sigma-Aldrich
Pyridine, anhydrous, 99.8%
Sigma-Aldrich
Éther diéthylique
Sigma-Aldrich
Benzonitrile, ReagentPlus®, 99%