Due to variations in canonicalization across different cheminformatics toolkits, tautomer enumeration may result in a different number of tautomers, which may also differ from experimental observations. This means that the canonical tautomer generated by each toolkit may not even exist in situ. Therefore, incorporating experimental datasets and exploring tautomer behavior in both rigid and flexible molecules will be insightful for refining these approaches and improving the overall quality and accuracy of chemical registration systems.