Structural multiplicity in a solvated hydrate of the antiretroviral protease inhibitor Lopinavir
Lopinavir is a potent protease inhibitor that is used as a first-line pharmaceutical drug for the treatment of HIV. The multi-component solvated Lopinavir crystal, systematic name (2<i>S</i>)-<i>N</i>-[(2<i>S</i>,4<i>S</i>,5<i>S</i>)-5-[2-(2,6-di-methyl-phen-oxy)acetamido]-4-hy-droxy-1,6-di-phenyl-hexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide-ethane-1,2-diol-water (8/3/7) 8C<sub>37</sub>H<sub>48</sub>N<sub>4</sub>O<sub>5</sub>·3C<sub>2</sub>H<sub>6</sub>O<sub>2</sub>·7H<sub>2</sub>O, was prepared using evaporative methods. The crystalline material obtained from this experimental synthesis was characterized and elucidated by single-crystal X-ray diffraction (SC-XRD). The crystal structure is unusual in that the unit cell contains 18 mol-ecules. The stoichiometric ratio of this crystal is eight Lopinavir mol-ecules [8(C<sub>37</sub>H<sub>48</sub>N<sub>4</sub>O<sub>5</sub>)], three ethane-1,2-diol mol-ecules [3(C<sub>2</sub>H<sub>6</sub>O<sub>2</sub>)] and seven water mol-ecules [7(H<sub>2</sub>O)]. The crystal packing features both bi- and trifurcated hydrogen bonds between atoms.
Authors
- A. Lemmerer (ORCID: https://orcid.org/0000-0003-1569-2831)
- Yasien Sayed (ORCID: https://orcid.org/0000-0002-1781-2115)
- Mark G. Smith (ORCID: https://orcid.org/0000-0003-2553-2540)
- Tebogo M. L. Mokoto (ORCID: https://orcid.org/0000-0001-7326-7118)
Institutions
- Pioneer (United States) (US)
- University of South Africa (ZA)
- University of the Witwatersrand (ZA)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2024-10-24
- DOI
- https://doi.org/10.1107/s2056989024004158
- Primary Topic
- Enzyme Structure and Function
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Research Foundation
- University of South Africa