title: Quantum mechanical polar surface area.
abstract: 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.
authors.affiliation: CMBI, Computational Drug Discovery Group, Nijmegen Centre for Life Sciences, Nijmegen University, Geert-Grooteplein 28, 6525 Nijmegen, GA, The Netherlands. schaft@cmbi.ru.nl
authors.forename: Gijs
authors.initials: G
authors.lastname: Schaftenaar
authors.forename: Jakob
authors.initials: J
authors.lastname: de Vlieg
mesh_terms: D006801:Humans; D008958:Models, Molecular; D011789:Quantum Theory; D055672:Static Electricity