ChemSpider 2D Image | Ciluprevir | C40H50N6O8S

Ciluprevir

  • Molecular FormulaC40H50N6O8S
  • Average mass774.925 Da
  • Monoisotopic mass774.341064 Da
  • ChemSpider ID8029420

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 5 of 5 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2R,6S,12Z,13aS,14aR,16aS)-6-{[(Cyclopentyloxy)carbonyl]amino}-2-({2-[2-(isopropylamino)-1,3-thiazol-4-yl]-7-methoxy-4-chinolinyl}oxy)-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyc lopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-14a(5H)-carbonsäure [German] [ACD/IUPAC Name]
(2R,6S,12Z,13aS,14aR,16aS)-6-{[(Cyclopentyloxy)carbonyl]amino}-2-({2-[2-(isopropylamino)-1,3-thiazol-4-yl]-7-methoxy-4-quinolinyl}oxy)-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyc lopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylic acid [ACD/IUPAC Name]
300832-84-2 [RN]
Acide (2R,6S,12Z,13aS,14aR,16aS)-6-{[(cyclopentyloxy)carbonyl]amino}-2-({2-[2-(isopropylamino)-1,3-thiazol-4-yl]-7-méthoxy-4-quinoléinyl}oxy)-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tétradécah ydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadécine-14a(5H)-carboxylique [French] [ACD/IUPAC Name]
Ciluprevir [USAN] [Wiki]
Cyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylic acid, 6-[[(cyclopentyloxy)carbonyl]amino]-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydro-2-[[7-methoxy-2-[2-[(1-methylethy l)amino]-4-thiazolyl]-4-quinolinyl]oxy]-5,16-dioxo-, (2R,6S,12Z,13aS,14aR,16aS)- [ACD/Index Name]
(1S,4R,6S,7Z,14S,18R)-14-{[(cyclopentyloxy)carbonyl]amino}-18-({2-[2-(isopropylamino)-1,3-thiazol-4-yl]-7-methoxyquinolin-4-yl}oxy)-2,15-dioxo-3,16-diazatricyclo[14.3.0.0⁴,⁶]nonadec-7-ene-4-carbox
(1S,4R,6S,7Z,14S,18R)-14-{[(cyclopentyloxy)carbonyl]amino}-18-[(7-methoxy-2-{2-[(propan-2-yl)amino]-1,3-thiazol-4-yl}quinolin-4-yl)oxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.0⁴,⁶]nonadec-7-ene-4-ca
(2R,6S,13aS,14aR,16aS,Z)-6-(((cyclopentyloxy)carbonyl)amino)-2-((2-(2-(isopropylamino)thiazol-4-yl)-7-methoxyquinolin-4-yl)oxy)-5,16-dioxo-1,2,3,6,7,8,9,10,11,13a,14,15,16,16a-tetradecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a(5H)-carboxylic acid
[300832-84-2] [RN]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

75C8DU40T0 [DBID]
BILN 2061 [DBID]
BILN-2061 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Bio Activity:

      Anti-infection MedChem Express HY-10242
      Anti-infection; Metabolism/Protease; MedChem Express HY-10242
      Ciluprevir(BILN 2061) is a specific and potent peptidomimetic inhibitor of the HCV NS3 protease with IC50 of 3.0 nM. MedChem Express
      Ciluprevir(BILN 2061) is a specific and potent peptidomimetic inhibitor of the HCV NS3 protease with IC50 of 3.0 nM.; IC50 Value: 3.0 nM [1]; Target: HCV NS3 protease; In vitro sensitivity studies with BILN 2061 showed a decrease in affinity for proteases of genotypes 2 and 3 (K(i), 80 to 90 nM) compared to genotype 1 enzymes (K(i), 1.5 nM). MedChem Express HY-10242
      Ciluprevir(BILN 2061) is a specific and potent peptidomimetic inhibitor of the HCV NS3 protease with IC50 of 3.0 nM.;IC50 Value: 3.0 nM [1];Target: HCV NS3 protease;In vitro sensitivity studies with BILN 2061 showed a decrease in affinity for proteases of genotypes 2 and 3 (K(i), 80 to 90 nM) compared to genotype 1 enzymes (K(i), 1.5 nM). BILN 2061 remains a potent inhibitor of these non-genotype-1 NS3-NS4A proteins, with K(i) values below 100 nM [2].BILN 2061, a small molecule inhibitor biologically available through oral ingestion and the first of its class in human trials. Administration of BILN 2061 to patients infected with HCV genotype 1 for 2 days resulted in an impressive reduction of HCV RNA plasma levels, and established proof-of-concept in humans for an HCV NS3 protease inhibitor [3]. There was no correlation between baseline viral concentration or genotype and response. BILN-2061 exhibited good systemic exposure after oral administration and was well tolerated. In con MedChem Express HY-10242
      HCV MedChem Express HY-10242
      HCV HCV NS3/4A Protease MedChem Express HY-10242

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.652
Molar Refractivity: 206.1±0.4 cm3
#H bond acceptors: 14
#H bond donors: 4
#Freely Rotating Bonds: 10
#Rule of 5 Violations: 2
ACD/LogP: 4.03
ACD/LogD (pH 5.5): 1.67
ACD/BCF (pH 5.5): 3.33
ACD/KOC (pH 5.5): 19.92
ACD/LogD (pH 7.4): 0.26
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 210 Å2
Polarizability: 81.7±0.5 10-24cm3
Surface Tension: 71.6±5.0 dyne/cm
Molar Volume: 563.3±5.0 cm3

Click to predict properties on the Chemicalize site


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