Helicobacter pylori represents a major global health threat. It is estimated that around 50% of the world population is infected with this bacterium. Because of the ever increasing number of antibiotic-resistant strains, there is a constant need for new drug targets of H. pylori. Recently, we have identified that purine nucleoside phosphorylase (PNP) is a promissing drug target [1], by characterizing its interactions with 2- and/or 6-substituted purines as well as the effect of these compounds on bacterial growth. Inhibition constants are in the micromolar range, the lowest being that of 6-benzylthio-2-chloropurine. This compound also inhibits H. pylori 26695 growth at the lowest concentration. As part of the extensive search for the new compounds of this type, the search of chemical space for possible modifications and extensions of these compounds will be performed using software CSD Materials and CSD Python API [2] from Cambridge Crystallographic Data Center. Full interaction maps of the mentioned compounds will be constructed and possible modifications in search for the new inhibitors will be predicted.