Tautobase: An Open Tautomer Database

Area of Science:

• Chemistry
• Physical Chemistry
• Computational Chemistry

Background:

• Decades of research exist on acid dissociation constants (pKa) and tautomer ratios.
• Predicting tautomer ratios theoretically is challenging due to limited experimental data.
• A lack of extensive, publicly available databases for measured tautomeric ratios hinders theoretical studies.

Purpose of the Study:

• To present Tautobase, the first comprehensive open-source database of measured tautomer ratios.
• To provide a valuable resource for researchers studying tautomers, particularly those focused on theoretical aspects.
• To consolidate existing data on tautomeric equilibria, primarily in aqueous solutions.

Main Methods:

• Compilation of experimentally measured tautomer ratios.
• Inclusion of estimated tautomer ratios.
• Data organized into unique tautomer pairs.

Main Results:

• Tautobase contains 1680 unique tautomer pairs.
• The database primarily includes data for aqueous solvents, with some nonaqueous solvent data.
• It represents the most extensive collection of measured tautomer ratios to date.

Conclusions:

• Tautobase addresses the critical need for accessible tautomer ratio data.
• The database will facilitate and advance theoretical studies on tautomerism.
• This open-source resource supports the broader scientific community in chemical research.