title: Predicting the pKa of small molecule.
abstract: The biopharmaceutical profile of a compound depends directly on the dissociation constants of its acidic and basic groups, commonly expressed as the negative decadic logarithm pKa of the acid dissociation constant (Ka). We survey the literature on computational methods to predict the pKa of small molecules. In this, we address data availability (used data sets, data quality, proprietary versus public data), molecular representations (quantum mechanics, descriptors, structured representations), prediction methods (approaches, implementations), as well as pKa-specific issues such as mono- and multiprotic compounds. We discuss advantages, problems, recent progress, and challenges in the field.
authors.affiliation: Helmholtz Zentrum München, German Research Center for Environmental Health, Neuherberg, Germany. mrupp@mrupp.info
authors.forename: Matthias
authors.initials: M
authors.lastname: Rupp
authors.forename: Robert
authors.initials: R
authors.lastname: Körner
authors.forename: Igor V
authors.initials: IV
authors.lastname: Tetko
mesh_terms: D001185:Artificial Intelligence; D004058:Diffusion; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D016571:Neural Networks, Computer; D004364:Pharmaceutical Preparations / Q000737:chemistry*; D011789:Quantum Theory; D012984:Software; D013816:Thermodynamics
chemical_list: D004364:Pharmaceutical Preparations