A commonly used approach to perform reaction searches is to employ reaction fingerprints based on the molecular structures of the involved components. This technique enables the comparison of complete reactions based on structure only within the dataset. While evaluating this approach with different (test) reactions, results based on reaction fingerprints in most of our scenarios often did not lead to a satisfactory outcome. This became mainly evident by manual inspection, where for example, some expected reactions were not present among the results and vice versa, expected "incorrect" examples were part of the suggestions, i.e., false positive and false negatives created too much noise for a manual analysis of any practical relevance. Equally disappointing was the use of e.g., RDkit descriptors, or even Mordred, which had previously proven interesting for (binary labeled) yield prediction. This is most likely due to some of the shortcomings of theses descriptors where for example electronic effects of different functional groups are not (sufficiently) accounted for.