Scheme 1. All reactions with shown specific structural features would be in the same cluster regardless of their mechanism. Transform descriptors and clustering were performed as previous and visual inspection of the resulting cluster assignments showed reasonable reaction classification where our designed reaction was assigned to only one of the original clusters. With all reactions in the predicted cluster being compatible with a Sonogashira-type coupling (Table ). This demonstrates once again the utility of the transform descriptors here discussed. By applying transform descriptors in a similar way, we propose it should even be possible to predict a set of reaction-conditions for a particularly designed reaction. However, this analysis requires much more curation and data preparation for achieving optimal results. As shown by other research groups, such data preparation represents a complex process, (discussed elsewhere). Equally, a large dataset, such as the (full) USPTO will be used to challenge the reaction categorization and disclosed elsewhere.