Cocrystals of Praziquantel : discovery by network-based link prediction

Devogelaer, Jan-Joris and Charpentier, Maxime D. and Tijink, Arnoud and Dupray, Valerie and Coquerel, Gérard and Johnston, Karen and Meekes, Hugo and Tinnemans, Paul and Vlieg, Elias and ter Horst, Joop H. and de Gelder, René (2021) Cocrystals of Praziquantel : discovery by network-based link prediction. Crystal Growth and Design, 21 (6). pp. 3428-3437. ISSN 1528-7483 (https://doi.org/10.1021/acs.cgd.1c00211)

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Abstract

Cocrystallization has been promoted as an attractive early development tool as it can change the physicochemical properties of a target compound and possibly enable the purification of single enantiomers from racemic compounds. In general, the identification of adequate cocrystallization candidates (or coformers) is troublesome and hampers the exploration of the solid-state landscape. For this reason, several computational tools have been introduced over the last two decades. In this study, cocrystals of Praziquantel (PZQ), an anthelmintic drug used to treat schistosomiasis, are predicted with network-based link prediction and experimentally explored. Single crystals of 12 experimental cocrystal indications were grown and subjected to a structural analysis with single-crystal X-ray diffraction. This case study illustrates the power of the link-prediction approach and its ability to suggest a diverse set of new coformer candidates for a target compound when starting from only a limited number of known cocrystals.

ORCID iDs

Devogelaer, Jan-Joris, Charpentier, Maxime D., Tijink, Arnoud, Dupray, Valerie, Coquerel, Gérard, Johnston, Karen ORCID logoORCID: https://orcid.org/0000-0002-5817-3479, Meekes, Hugo, Tinnemans, Paul, Vlieg, Elias, ter Horst, Joop H. ORCID logoORCID: https://orcid.org/0000-0003-0118-2160 and de Gelder, René;
CORE (COnnecting REpositories)