Quantum mechanical polar surface area

A correlation has been established between the absorbed fraction of training-set molecules after oral administration in humans and the Quantum Mechanical Polar Surface Area (QMPSA). This correlation holds for the QMPSA calculated with structures where carboxyl groups are deprotonated. The correlatio...

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Detalles Bibliográficos
Autores principales: Schaftenaar, Gijs, de Vlieg, Jakob
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Netherlands 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3321143/
https://www.ncbi.nlm.nih.gov/pubmed/22391921
http://dx.doi.org/10.1007/s10822-012-9557-y
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author Schaftenaar, Gijs
de Vlieg, Jakob
author_facet Schaftenaar, Gijs
de Vlieg, Jakob
author_sort Schaftenaar, Gijs
collection PubMed
description A correlation has been established between the absorbed fraction of training-set molecules after oral administration in humans and the Quantum Mechanical Polar Surface Area (QMPSA). This correlation holds for the QMPSA calculated with structures where carboxyl groups are deprotonated. The correlation of the absorbed fraction and the QMPSA calculated on the neutral gas phase optimized structures is much less pronounced. This suggests that the absorption process is mainly determined by polar interactions of the drug molecules in water solution. Rules are given to derive the optimal polar/apolar ranges of the electrostatic potential.
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spelling pubmed-33211432012-04-20 Quantum mechanical polar surface area Schaftenaar, Gijs de Vlieg, Jakob J Comput Aided Mol Des Article A correlation has been established between the absorbed fraction of training-set molecules after oral administration in humans and the Quantum Mechanical Polar Surface Area (QMPSA). This correlation holds for the QMPSA calculated with structures where carboxyl groups are deprotonated. The correlation of the absorbed fraction and the QMPSA calculated on the neutral gas phase optimized structures is much less pronounced. This suggests that the absorption process is mainly determined by polar interactions of the drug molecules in water solution. Rules are given to derive the optimal polar/apolar ranges of the electrostatic potential. Springer Netherlands 2012-03-04 2012 /pmc/articles/PMC3321143/ /pubmed/22391921 http://dx.doi.org/10.1007/s10822-012-9557-y Text en © The Author(s) 2012 https://creativecommons.org/licenses/by/4.0/ This article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Article
Schaftenaar, Gijs
de Vlieg, Jakob
Quantum mechanical polar surface area
title Quantum mechanical polar surface area
title_full Quantum mechanical polar surface area
title_fullStr Quantum mechanical polar surface area
title_full_unstemmed Quantum mechanical polar surface area
title_short Quantum mechanical polar surface area
title_sort quantum mechanical polar surface area
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3321143/
https://www.ncbi.nlm.nih.gov/pubmed/22391921
http://dx.doi.org/10.1007/s10822-012-9557-y
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