Crystal structure of idelalisib tert-butanol monosolvate dihydrate

Sven Nerdinger; Marijan Stefinovic; Frank Richter; Jacek Olma; Michal Brysz; Tracy Walker; Volker Kahlenberg; Thomas Gelbrich

doi:10.1107/S2056989019002743

Crystal structure of idelalisib tert-butanol monosolvate dihydrate

Acta Crystallogr E Crystallogr Commun. 2019 Feb 28;75(Pt 3):414-417. doi: 10.1107/S2056989019002743. eCollection 2019 Mar 1.

Authors

Sven Nerdinger¹, Marijan Stefinovic¹, Frank Richter¹, Jacek Olma², Michal Brysz², Tracy Walker³, Volker Kahlenberg⁴, Thomas Gelbrich⁵

Affiliations

¹ Sandoz GmbH, Biochemiestrasse 10, 6250 Kundl, Austria.
² Selvita S.A., Park Life Science, Bobrzynskiego 14, 30-348 Kraków, Poland.
³ Almac Group, Almac House, 20 Seagoe Industrial Estate, Craigavon BT63 5QD, United Kingdom.
⁴ University of Innsbruck, Institute of Mineralogy and Petrography, Innrain 52, 6020 Innsbruck, Austria.
⁵ University of Innsbruck, Institute of Pharmacy, Innrain 52, 6020 Innsbruck, Austria.

Abstract

In the title structure, 5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-yl-amino)-prop-yl]quinazolin-4(3H)-one (= idelalisib) tert-butanol monosolvate dihydrate, C₂₂H₁₈FN₇O·C₄H₁₀O·2H₂O, the idelalisib mol-ecule displays planar quinazoline and purine systems which are nearly perpendicular to one another. Seven distinct hydrogen-bonding inter-actions link the idelalisib, t-BuOH and water mol-ecules into a complex chain structure with the topology of a 2,3,4,5-connected 4-nodal net having the point symbol (3.4.5².6²)(3.4.5².6⁴.7²)(3.5.6)(5).

Keywords: crystal structure; hydrate; hydrogen bonding; pharmaceuticals; solvate.