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The IUPAC aqueous and non-aqueous experimental pKa data repositories of organic acids and bases

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Abstract

Accurate and well-curated experimental pKa data of organic acids and bases in both aqueous and non-aqueous media are invaluable in many areas of chemical research, including pharmaceutical, agrochemical, specialty chemical and property prediction research. In pharmaceutical research, pKa data are relevant in ligand design, protein binding, absorption, distribution, metabolism, elimination as well as solubility and dissolution rate. The pKa data compilations of the International Union of Pure and Applied Chemistry, originally in book form, have been carefully converted into computer-readable form, with value being added in the process, in the form of ionisation assignments and tautomer enumeration. These compilations offer a broad range of chemistry in both aqueous and non-aqueous media and the experimental conditions and original reference for all pKa determinations are supplied. The statistics for these compilations are presented and the utility of the computer-readable form of these compilations is examined in comparison to other pKa compilations. Finally, information is provided about how to access these databases.

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Acknowledgments

The author would like to thank Peter Kenny, Andrew Grant, David Cosgrove, Thorsten Nowak, Anthony Nicholls, Joe Corkery, Huw Jones, Martin Harrison, Nicola Colclough, Philip Jewsbury, Andrew Poirrette, Neil Hales and Sandra McLaughlin for discussions, help and encouragement before and during the conversion of the IUPAC books into computer-readable form.

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  1. pKaData Limited, 18 Church Lane, Reepham, Lincoln, LN3 4DQ, UK

    Anthony Michael Slater

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  1. Anthony Michael Slater
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Correspondence to Anthony Michael Slater.

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Slater, A.M. The IUPAC aqueous and non-aqueous experimental pKa data repositories of organic acids and bases. J Comput Aided Mol Des 28, 1031–1034 (2014). https://doi.org/10.1007/s10822-014-9764-9

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  • DOI: https://doi.org/10.1007/s10822-014-9764-9

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