When proposing a novel reaction, it is essential to evaluate the transformation's tolerance of diverse functional groups and substrates . This collection of molecules is conventionally referred to as the substrate scope, or more often, simply the scope. Using AIMSim, one can evaluate the structural and chemical similarity across an entire scope to ensure that it avoids redundant examples and is sufficiently diverse prior to experimentation to avoid unnecessary and expensive work. Using existing literature data paired with AIMSim, one can evaluate if a novel substrate not included in a given scope is similar to any substrates assessed. Figure is an example of a similarity heatmap and a distribution generated by AIMSim for published chemical data. The data is retrieved from Chen and coworkers' copper-catalyzed three-component sulfonamide synthesis . In their work, an aryl-or alkenyl-boronic acid and a substituted amine were simultaneously coupled to a sulfone to yield the sulfonamide, essential for pharmaceuticals and agrochemicals. To evaluate the functional group tolerance and overall applicability of the proposed transformation, they created 104 products, each composed of a unique combination of amine and boronic acid coupling partners. These products are compared using the Tanimoto distance and the Morgan fingerprint (radius 3) , the default configuration for AIMSim. As shown in the heatmap, the prominent region of high similarity near the diagonal corresponds to substrates presented sequentially in the publication with only minor structural differences, such as a different aryl-methyl substitution pattern. In the bulk of the heatmap, and more obviously in the similarity distribution, most samples have a similarity of approximately 0.2-0.4. This matches expectations, as the substrate scope was constructed by allowing one partner in the coupling to vary at a time.