Inhibitor of HIV-1 reverse transcriptase: N'-(5-bromo-2-pyridyl)-N-[2-(2,5-dimethoxyphenyl)ethyl]thiourea

  • Acta Crystallogr C. 1999 Dec 15:55 ( Pt 12):2122-4. doi: 10.1107/s0108270199012044.
E A Sudbeck  1 ,  J D Jennissen ,  T K Venkatachalam ,  F M Uckun
Affiliations
  • 1. Department of Structural Biology, Hughes Institute, St Paul, MN 55113, USA. [email protected]
PMID: 10641283 DOI: 10.1107/s0108270199012044
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).

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