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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Chemical Compound Review: 

CHEMBL326473     benzylN-[(1S)-1-[[(2S,3S,5S)- 3-hydroxy-5...

Synonyms: CHEBI:45322, SureCN13987202, CHEBI:273232, SB-206343, AC1L9J53, ...
 
 
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Disease relevance of SB 206343

  • The inhibitor, SB 206343, is based on a model derived from the structure of the MVT-101/HIV-1 protease complex and contains a 4(5)-acylimidazole ring as an isosteric replacement for the P1'--P2' amide bond [1].
 

High impact information on SB 206343

  • A structural parametrization of the binding and folding energetics previously developed in this laboratory accounts quantitatively for the binding of 13 HIV-1 protease inhibitors for which high-resolution structures are available (A77003, A78791, A76928, A74704, A76889, VX478, SB203386, SB203238, SB206343, U100313, U89360, A98881, CGP53820) [2].
  • 0. The three-dimensional structure of SB 206343 bound in the active site of HIV-1 protease has been determined at 2.3 A resolution by X-ray diffraction techniques and refined to a crystallographic discrepancy factor, R (= sigma parallel Fo magnitude of/Fc parallel/sigma magnitude of), of 0.194 [1].

References

  1. Rational design, synthesis, and crystallographic analysis of a hydroxyethylene-based HIV-1 protease inhibitor containing a heterocyclic P1'--P2' amide bond isostere. Thompson, S.K., Murthy, K.H., Zhao, B., Winborne, E., Green, D.W., Fisher, S.M., DesJarlais, R.L., Tomaszek, T.A., Meek, T.D., Gleason, J.G. J. Med. Chem. (1994) [Pubmed]
  2. Structure-based thermodynamic analysis of HIV-1 protease inhibitors. Bardi, J.S., Luque, I., Freire, E. Biochemistry (1997) [Pubmed]
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