We applied DeepCocrystal prospectively, to previously unseen molecular pairs. Diflunisal (Fig. ), an antiinflammatory drug , was selected as the API due to its poor water solubility, which renders co-crystallization a viable strategy to enhance bioavailability . As coformer candidates, we selected 12 natural products containing polyphenolic or purine moieties (Supporting Table ), due to their co-administrability and health benefits such as central nervous system stimulation, reduced risk of neurodegenerative diseases, and anti-inflammatory properties .