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Mechanistic Insights into Passive Membrane Permeability of Drug-like Molecules from a Weighted Ensemble of Trajectories

She Zhang, Jeffrey P. Thompson, Junchao Xia, Anthony T. Bogetti, Forrest York, A. Geoffrey Skillman, Lillian T. Chong, David N. LeBard

2022Journal of Chemical Information and Modeling48 citationsDOIOpen Access PDF

Abstract

-glycero-3-phosphatidylcholine membrane bilayer. Our WE method predicts permeability coefficients that compare well to experimental values from an MDCK-LE cell line and PAMPA assays for a set of drug-like amines of varying size, shape, and flexibility. Our method also yields a series of continuous permeation pathways weighted and ranked by their associated probabilities. Taken together, the ensemble of reactive permeation pathways, along with the estimate of the permeability coefficient, provides a clearer picture of the microscopic underpinnings of small-molecule membrane permeation.

Topics & Concepts

PermeationMembranePermeability (electromagnetism)ChemistryMolecular dynamicsLipid bilayerDrug discoveryMembrane permeabilityBiological systemPotential of mean forceComputational chemistryBiochemistryBiologyLipid Membrane Structure and BehaviorDNA and Nucleic Acid ChemistryDrug Transport and Resistance Mechanisms