Contribution of Ionization and Lipophilicity to Drug Binding to Albumin:  A Preliminary Step toward Biodistribution Prediction

Journal of Medicinal Chemistry
2004.0

Abstract

Understanding the molecular mechanisms governing albumin binding is a major challenge in absorption-distribution-metabolism-excretion prediction. To gain insight into this complex field, an ultracentrifugation method to measure the drug fraction bound to bovine serum albumin [%B(DAB)] is presented. The second part of the study shows the dependence of the experimental binding parameter on ionization and lipophilicity descriptors (pK(a) and log D(oct)(7.4) for a series of 14 structurally diverse drugs. Finally, a docking strategy is used to rationalize the findings; the results confirm the mostly nonspecific nature of the interaction of albumin with neutral ligands.

Knowledge Graph

Similar Paper

Contribution of Ionization and Lipophilicity to Drug Binding to Albumin:  A Preliminary Step toward Biodistribution Prediction
Journal of Medicinal Chemistry 2004.0
Quantitative correlations between albumin binding constants and chromatographic RM values of phenothiazine derivatives
Journal of Medicinal Chemistry 1977.0
Human Serum Albumin Binding in a Vial: A Novel UV-pH Titration Method To Assist Drug Design
Journal of Medicinal Chemistry 2020.0
Binding of ring-substituted indole-3-acetic acids to human serum albumin
Bioorganic & Medicinal Chemistry 2007.0
Lipophilicity of acidic compounds: Impact of ion pair partitioning on drug design
Bioorganic & Medicinal Chemistry Letters 2011.0
Prediction of Volume of Distribution Values in Humans for Neutral and Basic Drugs Using Physicochemical Measurements and Plasma Protein Binding Data
Journal of Medicinal Chemistry 2002.0
Reevaluating equilibrium and kinetic binding parameters for lipophilic drugs based on a structural model for drug interactions with biological membranes
Journal of Medicinal Chemistry 1991.0
Locating the binding sites of anticancer tamoxifen and its metabolites 4-hydroxytamoxifen and endoxifen on bovine serum albumin
European Journal of Medicinal Chemistry 2011.0
Identification, Characterization, and Implications of Species-Dependent Plasma Protein Binding for the Oral Hedgehog Pathway Inhibitor Vismodegib (GDC-0449)
Journal of Medicinal Chemistry 2011.0
Cheminformatic Models To Predict Binding Affinities to Human Serum Albumin
Journal of Medicinal Chemistry 2001.0