Danoprevir, NS3/4A protease inhibitor (ab231356)

Overview

  • Product name

    Danoprevir, NS3/4A protease inhibitor
  • Description

    Potent NS3/4A protease inhibitor
  • Alternative names

    • ITMN-191
    • RG7227
  • Biological description

    Potent orally available peptidomimetic inhibitor of the NS3/4A protease of hepatitis C virus (HCV) (IC50 = 0.2-3.5 nM). Inhibition effect for HCV genotypes 1A/1B/4/5/6 is ~10-fold higher than 2B/3A. No appreciable inhibition in a panel of 79 other proteases, ion channels, transporters and cell surface receptors.

  • CAS Number

    850876-88-9
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    2H-Isoindole-2-carboxylic acid, 4-fluoro-1,3-dihydro-, (2R,6S,13aS,14aR,16aS)-14a-[[(cyclopropylsulfonyl)amino]carbonyl]-6-[[(1,1-dimethylethoxy)carbonyl]amino]-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydro-5,16-dioxocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-2-yl ester
  • Molecular weight

    731.83
  • Molecular formula

    C35H46FN5O9S
  • PubChem identifier

    11285588
  • Storage instructions

    Shipped at 4°C. Store at -20°C.
  • SMILES

    CC(C)(C)OC(=O)N[C@H]1CCCCC/C=C\[C@H]2C[C@]2(NC(=O)[C@@H]3C[C@H](CN3C1=O)OC(=O)N4CC5=C(C4)C(=CC=C5)F)C(=O)NS(=O)(=O)C6CC6
  • Source

    Synthetic

References

This product has been referenced in:

  • Imhof I & Simmonds P Genotype differences in susceptibility and resistance development of hepatitis C virus to protease inhibitors telaprevir (VX-950) and danoprevir (ITMN-191). Hepatology 53:1090-9 (2011). Read more (PubMed: 21480315) »
  • Seiwert SD  et al. Preclinical characteristics of the hepatitis C virus NS3/4A protease inhibitor ITMN-191 (R7227). Antimicrob Agents Chemother 52:4432-41 (2008). Read more (PubMed: 18824605) »
  • Bartels DJ  et al. Natural prevalence of hepatitis C virus variants with decreased sensitivity to NS3.4A protease inhibitors in treatment-naive subjects. J Infect Dis 198:800-7 (2008). Read more (PubMed: 18637752) »

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