NP fragment libraries were generated for the compounds in COCONUT and LANaPDB 14 with molecular weight less than 1000 Da. This threshold was selected to guarantee fragmentation of at least 95% of the compounds. Also, because fragmentation or larger molecules take a significant more amount of time. The fragments were obtained using the RECAP function from the RDKit toolkit. RECAP breaks eleven chemical bonds as amine, amide, ester, urea, olefin, ether, aromatic nitrogen-aliphatic carbon, lactam nitrogen-aliphatic carbon, aromatic carbon-aromatic carbon, quaternary nitrogen, and sulfonamide. The synthetic fragment library was obtained from CRAFT (available at ). We also gathered four commercial fragment libraries summarized in Table .