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Vaniprevir

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Chemical compound

Pharmaceutical compound
Vaniprevir
Identifiers
IUPAC name
  • (1R,21S,24S)-21-tert-butyl-N--16,16-dimethyl-3,19,22-trioxo-2,18-dioxa-4,20,23-triazatetracycloheptacosa-6(11),7,9-triene-24-carboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.207.830 Edit this at Wikidata
Chemical and physical data
FormulaC38H55N5O9S
Molar mass757.94 g·mol
3D model (JSmol)
SMILES
  • CC1C1(C(=O)NS(=O)(=O)C2CC2)NC(=O)3C4CN3C(=O)(NC(=O)OCC(CCCCC5=C6CN(CC6=CC=C5)C(=O)O4)(C)C)C(C)(C)C
InChI
  • InChI=InChI=1S/C38H55N5O9S/c1-7-25-18-38(25,33(46)41-53(49,50)27-14-15-27)40-31(44)29-17-26-20-43(29)32(45)30(36(2,3)4)39-34(47)51-22-37(5,6)16-9-8-11-23-12-10-13-24-19-42(21-28(23)24)35(48)52-26/h10,12-13,25-27,29-30H,7-9,11,14-22H2,1-6H3,(H,39,47)(H,40,44)(H,41,46)/t25-,26-,29+,30-,38-/m1/s1
  • Key:KUQWGLQLLVFLSM-ONAXAZCASA-N

Vaniprevir (MK-7009) is a macrocyclic hepatitis C virus (HCV) NS3/4A protease inhibitor, developed by Merck & Co., which is currently in clinical testing. In Japan, it was approved for treating hepatitis C in 2014 under the brand name Vanihep.

References

  1. McCauley JA, McIntyre CJ, Rudd MT, Nguyen KT, Romano JJ, Butcher JW, et al. (March 2010). "Discovery of vaniprevir (MK-7009), a macrocyclic hepatitis C virus NS3/4a protease inhibitor". J. Med. Chem. 53 (6): 2443–63. doi:10.1021/jm9015526. PMID 20163176.
  2. "First recommendation for HCV drug vaniprevir, in Japan". datamonitorhealthcare.com. September 25, 2014.
  3. "New Drugs Approved" (PDF). Pharmaceuticals and Medical Devices Agency. Archived from the original (PDF) on 2015-05-13. Retrieved 2015-08-22.
RNA virus antivirals (primarily J05, also S01AD and D06BB)
Hepatitis C
NS3/4A protease inhibitors (–previr)
NS5A inhibitors (–asvir)
NS5B RNA polymerase inhibitors (–buvir)
Combination drugs
Hepatitis D
Picornavirus
Anti-influenza agents
Multiple/general
Interferon
3CL protease inhibitors (–trelvir)
RNA pol inhibitors
Multiple/Unknown/Other
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