Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings.

By Christopher, Christopher, A. Lipinski, Beryl, W. Dominy, W. Dominy, Paul, Paul, J. Feeney, J. Feeney. 2001

13,548 citations recorded by the source corpus.

Subfields: Materials Chemistry, Pharmacology, Spectroscopy, Computational Chemistry & Drug Discovery

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Citations in the corpus

A Role for Fragment-Based Drug Design in Developing Novel Lead Compounds for Central Nervous System Targets (2015, background): “A landmark 1997 paper on identifying drug-like molecules (18) provided guidelines for predicted drug-like properties, now known as the Lipinski’s Rule of Five.”
Molecular Docking and Structure-Based Drug Design Strategies (2015, methodology): “In addition to pharmacodynamics data (e.g., potency, affinity, efficacy, selectivity), pharmacokinetic properties (ADMET: absorption, distribution, metabolism, excretion and toxicity) have also been studied through the application of these methodologies [2].”
Graph Convolutional Policy Network for Goal-Directed Molecular Graph Generation (2018, background): “Firstly, desired molecular properties such as drug-likeness [1, 29] and molecule constraints such as valency are complex and non-differentiable, thus they cannot be directly incorporated into the objective function of graph generative models.”
ChEMBL: a large-scale bioactivity database for drug discovery (2011, background): “This may be useful to restrict the set of compounds to those that are likely to have appropriate drug-like properties (29), before retrieving or ﬁltering the associated bioactivity data.”
The ChEMBL bioactivity database: an update (2013, methodology): “Some further descriptors have been derived from these properties such as the well-used Lipinski Rule-of-Five (25); the Rule-of-Three passes, used to identify compounds suitable for fragment screening (26); and the weighted Quantitative Estimate of Drug likeness (QED_WEIGHTED), for which values range”
Virtual ligand screening: strategies, perspectives and limitations (2006, positive): “Compounds can bevalidatedwithrespecttodrug likeness considering Lipinski’s rule of ﬁve, or lead likeness applying more stringent criteria (as deﬁned by the rule of three) [73–75].”
Rate-Limited Steps of Human Oral Absorption and QSAR Studies (2002, methodology): “The regression analysis of the remaining compounds showed that the dominant descriptors are hydrogen-bonding acceptors and donors, which is quite similar to previously reported results (13,15,16,17,22).”
Quantifying the chemical beauty of drugs. (2012, background): “8%) of the compounds were considered as attractive chemical starting point for hit optimisation (5,457).”
Improved protein–ligand docking using GOLD (2003, methodology): “14,15 Here, we use the simpler rules to predict bioavailability derived by Veber et al. 16 Hence, in our “drug-like list,” only complexes from the “clean list” were included where the ligand has 10 or fewer rotatable bonds and a polar surface area (cid:1) 140 Å 2 .”
Transdermal Drug Delivery: Innovative Pharmaceutical Developments Based on Disruption of the Barrier Properties of the stratum corneum (2015, background): “Moreover, high pharmacological potency of drug molecules is required to become a feasible candidate for TDD [8,36,37].”
The Ehrlich Pathway for Fusel Alcohol Production: a Century of Research on Saccharomyces cerevisiae Metabolism (2008, neutral): “36), it is conceivable that export occurs by simple passive diffusion across the lipid bilayer (38).”
Cyclodextrins as pharmaceutical solubilizers. (2007, background): “These hit identification strategies put a type of evolutionary pressure on emerging drug candidates, which has led to a systematic increase in molecular weight, lipophilicity and a decrease in water solubility of lead compounds over time [168,169].”