We enumerated all possible stereoisomers of molecules 1 -14 (Figure and Figure ) by generating all possible isomeric SMILES combinations, canonicalizing them, and removing duplicates. We additionally enumerated all possible permutations of ln65 (7) and polymyxin B2 (1) sequences, obtaining a total of 330 and 1,512 scrambled sequences respectively. Structural isomers of 1,4-diaminocyclohexane (15) and aminopiperazine (16) were extracted from GDB-13 using the MQN-browser. The extracted sets contained 203 structural isomers of 15, of which 156 contained one or more stereocenters and 48 structural isomers of 16, of which 29 contained one or more stereocenters. For each structural isomer, all possible stereoisomers were generated using the RDKit "EnumerateStereoisomers" function, yelding 746 unique structures for 15 and 126 for 16.