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    Skin Permeation Rate as a Function of Chemical Structure
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    Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, Faculty of Pharmacy, University of Medicine and Pharmacy Timisoara, 2 Eftimie Murgu, Timisoara 1900, Romania, Department of Chemistry, Tallinn University of Technology, Ehitajate tee 5, Tallinn 19086, Estonia, Faculté de Chimie, 4, rue B. Pascal, Strasbourg 67000, France, Institute of Physical Chemistry, Russian Academy of Sciences, Leninskii Prosp 31, 119991, Moscow, Russia, and Department of Chemistry, University of Tartu, 2 Jakobi Street, Tartu 51014, Estonia
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    Journal of Medicinal Chemistry

    Cite this: J. Med. Chem. 2006, 49, 11, 3305–3314
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    https://doi.org/10.1021/jm051031d
    Published April 29, 2006
    Copyright © 2006 American Chemical Society
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    Abstract

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    Multilinear and nonlinear QSAR models were built for the skin permeation rate (Log Kp) of a set of 143 diverse compounds. Satisfactory models were obtained by three approaches applied:  (i) CODESSA PRO, (ii) Neural Network modeling using large pools of theoretical molecular descriptors, and (iii) ISIDA modeling based on fragment descriptors. The predictive abilities of the models were assessed by internal and external validations. The descriptors involved in the equations are discussed from the physicochemical point of view to illuminate the factors that influence skin permeation.

    Copyright © 2006 American Chemical Society

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     Corresponding author:  Phone:  (352) 392-0554, Fax:  (352) 392-9199, e-mail:[email protected].

    ‡

     University of Florida.

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     University of Tartu.

    §

     University of Medicine and Pharmacy Timisoara.

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     Tallinn University of Technology.

    ⊥

     Faculté de Chimie.

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     Russian Academy of Sciences.

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    Log P calculated by three software programs. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Journal of Medicinal Chemistry

    Cite this: J. Med. Chem. 2006, 49, 11, 3305–3314
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jm051031d
    Published April 29, 2006
    Copyright © 2006 American Chemical Society
    Request reuse permissions

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