Journal ArticleDOI
Estimation of molecular linear free energy relationship descriptors by a group contribution approach. 2. Prediction of partition coefficients
TLDR
Modified solvation equations for water-octanol and water-cyclohexane partition are presented, and the possibility of applying the current approach to a wide range of solvation and transport properties is put forward.Abstract:
A previously published method for the prediction of molecular linear free energy relationship descriptors is tested against experimentally determined partition coefficients in various solvent systems. Sets of partition data between water and octanol, cyclohexane, and chloroform were taken from the literature. For each set of partition data used, r2 values ranged from 0.8 to 0.9 and RMS errors from 0.7 to 1.0 log unit, comparable to errors obtained with previously published models for octanol-water partition. Modified solvation equations for water-octanol and water-cyclohexane partition are presented, and their implications discussed. The possibility of applying the current approach to a wide range of solvation and transport properties is put forward.read more
Citations
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Journal ArticleDOI
Rate-limited steps of human oral absorption and QSAR studies.
Yuan H. Zhao,Michael H. Abraham,Joelle Le,Anne Hersey,Christopher N. Luscombe,Gordon Beck,Brad Sherborne,Ian Cooper +7 more
TL;DR: A nonlinear absorption model derived from first-order kinetics has been developed to identify the relationship between percentage of drug absorption and molecular descriptors and good relationships were found between absorption and Abraham descriptors or ClogP.
Journal ArticleDOI
Calculation of molecular lipophilicity: State-of-the-art and comparison of log P methods on more than 96,000 compounds.
TL;DR: The state-of-the-art in development of log P prediction approaches falling in two major categories: substructure-based and property-based methods are reviewed and a simple equation based on the number of carbon atoms, NC, and thenumber of hetero atoms, NHET is proposed.
Journal ArticleDOI
Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors.
Yuan H. Zhao,Joelle Le,Michael H. Abraham,Anne Hersey,Peter J. Eddershaw,Chris N. Luscombe,Darko Boutina,Gordon Beck,Brad Sherborne,Ian Cooper,James Alexis Platts +10 more
TL;DR: The results show that Abraham descriptors can successfully predict human intestinal absorption if the human absorption data is carefully classified based on solubility and administration dose to humans.
Journal ArticleDOI
The chemical interpretation and practice of linear solvation energy relationships in chromatography
Mark F. Vitha,Peter W. Carr +1 more
TL;DR: This review focuses on the use of linear solvation energy relationships (LSERs) to understand the types and relative strength of the chemical interactions that control retention and selectivity in the various modes of chromatography ranging from gas chromatography to reversed phase and micellar electrokinetic capillary chromatography.
Journal ArticleDOI
Oral delivery of anticancer drugs: Challenges and opportunities
TL;DR: Various emerging trends to tackle the challenges associated with oral delivery of anticancer drugs are reviewed, which invariably include efflux transporter based-, functional excipient- and nanocarrier based-approaches.
References
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Journal ArticleDOI
Semianalytical treatment of solvation for molecular mechanics and dynamics
TL;DR: In this paper, it was shown that the active carbon incorporation catalyst is carbided iron and this conclusion was well supported by bulk carbon to iron stoichiometries of 0.1-0.25 estimated from the TPHT peak areas which were adequate to represent 40-60'36 conversion to bulk carbides such as Fe,C or FeSC2.
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Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes
Journal ArticleDOI
The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography
Michael H. Abraham,J. C. McGowan +1 more
TL;DR: In this paper, it was shown that the use of the McGowans characteristic volume, Vx, is equivalent to using Leahy's computer-calculated intrinsic volumes, V1, for the cavity term mV/100, for 209 gaseous, liquid, and solid solutes.
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Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Δlog p parameter of seiler
TL;DR: A general linear solvation energy equation has been used to analyze published partition coefficients in the systems water-octanol, water-hexadecane), water-alkane, and water-cyclohexane and shows that solute hydrogen-bond basicity, dipolarity/polarizability and size are significant factors that influence the delta log P parameter.
Journal ArticleDOI
Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods
TL;DR: In this article, an extensive reparametrization of the atomic log P values and a detailed comparison of the performance of ALOGP and CLOGP methods on the Pomona Medchem database were presented.