Premium
Molecular dynamics study on liquid 1‐octanol. Part 2. Water‐saturated 1‐octanol solution *
Author(s) -
Fernandes de Oliveira César Augusto,
Guimarães Cristiano Ruch Werneck,
Bicca de Alencastro Ricardo
Publication year - 2002
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.992
Subject(s) - octanol , chemistry , partition coefficient , molecular dynamics , thermodynamics , solvent , partition (number theory) , valence (chemistry) , computational chemistry , organic chemistry , physics , mathematics , combinatorics
In medicinal chemistry, partition coefficients are extremely important thermodynamic properties as they may be related to drug transfer across biological membranes. We are currently interested in obtaining octanol/water relative partition coefficients (Δlog P o/w ) by using the free‐energy perturbation (FEP) technique within the Discover program (version 2.9.7) of MSI. In this program, however, FEP calculations can only be performed if the all‐atom consistent‐valence force field (CVFF) is used. As a consequence, we have recently derived new parameters for the 1‐octanol nonbonded terms of CVFF, which reproduce relevant physicochemical properties of its liquid state [Oliveira, C. A. F.; Guimarães, C. R. W.; Bicca de Alencastro, R. Int J Quantum Chem 2000, 80, 999–1006]. Nevertheless, the experimental measurements of the octanol/water partition coefficients are always conducted using 1‐octanol that has first been saturated with water. Therefore, in this work, we are verifying if the combination of the CVFF water model with the new CVFF parameters, derived for liquid 1‐octanol, describes the solvent mixture adequately. The good agreement observed between our calculated physicochemical properties, using molecular dynamics simulations, and experimental values and other theoretical results gives support to our model. © 2002 John Wiley & Sons, Inc. Int J Quantum Chem, 2002