Fig. 7
From: Automatic mapping of atoms across both simple and complex chemical reactions
Comparison of our algorithm against USPTO mappings. a Percentages of correct USPTO mappings (red bars) and those by our algorithm (green bars) categorized according to the number of bonds broken/created, from one to six. Statistics are based on 50 reactions each for one to five bonds being changed and 31 reactions for six bonds. We note that in addition to chemically meaningful reactions for which we compared the mappings, the USPTO set also contained a large fraction of nonsensical reactions that were likely due to human entry errors in the databases they used (e.g., missing key reaction partners, creating atoms “ex nihilo”, etc., see Supplementary Fig. 9). Such reactions as well as simple deprotections were not included in the statistics shown. b, c Examples of two reactions—Diels-Alder cycloaddition (b) and N-alkylation of amide (c)—mapped incorrectly in the USPTO set and correctly by our software. For more examples, see Supplementary Note 4
