Limitation of Potts and Guy's model and a predictive algorithm for skin permeability including the effects of hydrogen-bond on diffusivity

Pharmazie. 2004 Apr;59(4):282-5.

Abstract

The Potts and Guy's model for skin permeability, log P = alpha log K - beta MV + delta where P is the permeability coefficient of a compound from aqueous solution through human skin in vitro, K and MV are octanol-water partition coefficient and molecular volume of the compound respectively, and alpha, beta, delta are constants, is examined for a data set of 53 miscellaneous compounds. The model will result in over-estimation for penetrants having higher hydrogen-bond donor activity and underestimation for penetrants having no hydrogen-bond donor. A predictive algorithm for skin permeability including the effects of hydrogen-bond on diffusivity is proposed: log P = alpha log K - beta MV - gamma Hb + delta where Hb is the descriptor of hydrogen-bonding capacity of penetrants and gamma is a constant. The calculated log P values from the latter model are in good accordance with respective experimental ones for the data set.

MeSH terms

  • Algorithms*
  • Chemical Phenomena
  • Chemistry, Physical
  • Diffusion
  • Humans
  • Hydrogen Bonding
  • Models, Biological
  • Octanols / chemistry
  • Permeability
  • Predictive Value of Tests
  • Skin Absorption*
  • Solubility
  • Water / chemistry

Substances

  • Octanols
  • Water