The analysis is based on more than 525 EAS reactions compiled from the literature. RegioSQM can rationalize the regiochemical outcome of 90% and 96% of these when using a 1.0 and 3.0 kcal/mol cutoff, respectively. The substrates contain a total of almost 900 aromatic rings as summarized in Figure . The dataset includes twenty monocyclic systems ranging from pyrrole to 1,2,4-triazine-3,5(2H,4H)-dione and 64 bicyclic systems. Important aromatic systems like benzene and pyridine as well as indazole and 7-azaindole are well-represented with 16-214 examples, but the analysis also includes a number of less common heteroaromatics like pyridazin-3(2H)-one and imidazo[1,2-a]pyrimidine with 1 and 2 examples, respectively. This diversity of (hetero)aromatic cores serves to illustrate the applicability of RegioSQM as a predictive tool to guide organic synthesis. The full dataset is provided in the SI where the compounds are grouped according to the reacting ring.