New fragment libraries were created to see if AutoGrow could recreate (A) ATP, (B) oseltamivir, and (C) AMZ. In all cases, the initial “core” scaffold is shown above the two fragments of each library, and yellow circles depict linker hydrogen atoms. A) To regenerate ATP, a library was created containing only two fragments: a triphosphate with a terminal hydroxyl group and an adenine. (3R,4S)-5-(Methyl)tetrahydrofuran-3,4-diol served as the initial scaffold, and fragments were allowed to grow from four scaffold hydrogen atoms. B) To regenerate oseltamivir, a library was created containing only two fragments: pentan-3-ol and acetamide. (5R)-5-aminocyclohex-1-ene-1-carboxylate served as the scaffold, and fragments were allowed to grow from two scaffold linker hydrogen atoms. C) To regenerate AMZ, a library was created containing only two fragments: methoxy(oxo)phosphinate and 5-amino-1H-imidazole- 4-carboxamide. (3R,4S)-oxolane-3,4-diol served as the initial scaffold, and fragments were allowed to grow from two scaffold linker hydrogen atoms.