title: Inhibitor of HIV-1 reverse transcriptase: N'-(5-bromo-2-pyridyl)-N-[2-(2,5-dimethoxyphenyl)ethyl]thiourea.
abstract: The crystal structure of the title compound, C16H18Br-N3O2S (HI-236), a potent non-nucleoside inhibitor of HIV-1 reverse transcriptase, revealed an intramolecular hydrogen bond between a thiourea N atom and the pyridyl-N atom [N-H...N = 2.671 (3) A, graph-set motif S1(1)(6)] that imparts a more rigid conformation to the molecule. A second hydrogen bond between a thiourea N atom and the thiocarbonyl-S atom [N-H2...S = 3.403 (2) A, graph-set motif R2(2)(8)] was observed between inversion-related molecules of HI-236. The first-level hydrogen-bond graph-set notation for HI-236 was determined to be S1(1)(6)R2(2)(8).
authors.affiliation: Department of Structural Biology, Hughes Institute, St Paul, MN 55113, USA. esudbeck@ih.org
authors.forename: E A
authors.initials: EA
authors.lastname: Sudbeck
authors.forename: J D
authors.initials: JD
authors.lastname: Jennissen
authors.forename: T K
authors.initials: TK
authors.lastname: Venkatachalam
authors.forename: F M
authors.initials: FM
authors.lastname: Uckun
mesh_terms: D018360:Crystallography, X-Ray; D054303:HIV Reverse Transcriptase / Q000037:antagonists & inhibitors*; D008958:Models, Molecular; D008968:Molecular Conformation; D011725:Pyridines / Q000737:chemistry*; D018894:Reverse Transcriptase Inhibitors / Q000737:chemistry*; D013890:Thiourea / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: C404195:N'-(5-bromo-2-pyridyl)-N-(2-(2,5-dimethoxyphenyl)ethyl)thiourea; D011725:Pyridines; D018894:Reverse Transcriptase Inhibitors; D054303:HIV Reverse Transcriptase; D013890:Thiourea