Fig. 3: Example of a molecular family tree.

The best-scoring molecule for ABL1 is shown to exemplify mutation and crossover. The color highlights do not show synthons, but reappearing structural motifs. A and B recombined through crossover into C, which mutated to (D). Here, A includes a tetrazole ring, a common motif in many FDA-approved drugs. Both A and B contain a 1,2,4-triazole, representing the basis structure to combine it to (C). From C to D a mutation changes the position of the oxymethylpyridine at the benyzl-group from 4 to 3. In the other route, E containing a tetrazole and a 1,2,4-triazole, exchanges moieties with F, containing the substructure 6-Bromo-1,3-benzodioxol. Here, instead of exchanging the exact moiety, a similar synthon in the set is searched, adding a 3-methyl,4-bromo-benzyl group to the offspring (G). A mutation derivatizes the [1,2,4]triazolo[1,5-a]pyridine from G to H's oxybenzyl-moiety. Finally, both D and H recombine into I, introducing the tetrazole-triazole-system from both H and D while including the pyrazole from D and the 3-methyl,4-bromo-benzyl group from (H). All reproduction steps happened in different generations. Positive and negative numbers are observed in unfavorable and favorable score changes.