ChemSpider 2D Image | grazoprevir | C38H50N6O9S

grazoprevir

  • Molecular FormulaC38H50N6O9S
  • Average mass766.903 Da
  • Monoisotopic mass766.335999 Da
  • ChemSpider ID28506694

  • defined stereocentres - 7 of 7 defined stereocentres

More details:

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

(1R,18R,20R,24S,27S)-N-{(1R,2S)-1-[(Cyclopropylsulfonyl)carbamoyl]-2-vinylcyclopropyl}-7-methoxy-24-(2-methyl-2-propanyl)-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.03,12.05,10.0 18,20]nonacosa-3,5,7,9,11-pentaen-27-carboxamid [German] [ACD/IUPAC Name]
(1R,18R,20R,24S,27S)-N-{(1R,2S)-1-[(Cyclopropylsulfonyl)carbamoyl]-2-vinylcyclopropyl}-7-methoxy-24-(2-methyl-2-propanyl)-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.03,12.05,10.0 18,20]nonacosa-3,5,7,9,11-pentaene-27-carboxamide [ACD/IUPAC Name]
(1R,18R,20R,24S,27S)-N-{(1R,2S)-1-[(Cyclopropylsulfonyl)carbamoyl]-2-vinylcyclopropyl}-7-méthoxy-24-(2-méthyl-2-propanyl)-22,25-dioxo-2,21-dioxa-4,11,23,26-tétraazapentacyclo[24.2.1.03,12.05,10.0 18,20]nonacosa-3,5,7,9,11-pentaène-27-carboxamide [French] [ACD/IUPAC Name]
1350514-68-9 [RN]
8H-7,10-Methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinoxaline-8-carboxamide, N-[(1R,2S)-1-[[(cyclopropylsulfonyl)amino]carbonyl]-2-ethenylcyclopropyl]-5-(1,1-dimethylethyl)-1 ,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-14-methoxy-3,6-dioxo-, (1aR,5S,8S,10R,22aR)- [ACD/Index Name]
8YE81R1X1J
grazoprevir [INN] [USAN]
grazoprevir [Spanish] [INN]
grazoprévir [French] [INN]
grazoprevirum [Latin] [INN]
More...

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

9857 [DBID]
1350514-68-91350462-55-3 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      An azamacrocyclic compound that is a hepatitis C protease inhibitor used in combination with elbasvir (under the brand name Zepatier) for treatment of chronic HCV genotypes 1 or 4 infection in adults. ChEBI CHEBI:132975

    • Bio Activity:

      Anti-infection MedChem Express HY-15298
      Anti-infection; Metabolism/Protease; MedChem Express HY-15298
      HCV MedChem Express HY-15298
      HCV HCV NS3/4A Protease MedChem Express HY-15298
      MK-5172 is a novel P2-P4 quinoxaline macrocyclic HCV NS3/4a protease inhibitor currently in clinical development. MedChem Express
      MK-5172 is a novel P2-P4 quinoxaline macrocyclic HCV NS3/4a protease inhibitor currently in clinical development.; IC50 Value: 7.4 nM and 7 nM for genotype 1b and 1a respectively, in replicon system [1]; Target: HCV NS3/4a protease; in vitro: In biochemical assays, MK-5172 was effective against a panel of major genotypes and variants engineered with common resistant mutations observed in clinical studies with other NS3/4a protease inhibitors. MedChem Express HY-15298
      MK-5172 is a novel P2-P4 quinoxaline macrocyclic HCV NS3/4a protease inhibitor currently in clinical development.;IC50 Value: 7.4 nM and 7 nM for genotype 1b and 1a respectively, in replicon system [1];Target: HCV NS3/4a protease;In vitro: In biochemical assays, MK-5172 was effective against a panel of major genotypes and variants engineered with common resistant mutations observed in clinical studies with other NS3/4a protease inhibitors. In the replicon assay, MK-5172 demonstrated subnanomolar to low-nanomolar EC50s against genotypes 1a, 1b, and 2a [2].;In vivo: In rats, MK-5172 showed a plasma clearance of 28 ml/min/kg and plasma half-life of 1.4 hr. When dosed p.o. at 5 mg/kg, the plasma exposure of MK-5172 was good with an AUC of 0.7 uM.hr. The liver exposure of the compound was quite good (23 uM at 4 hr), and MK-5172 remained in liver 24 hr after a single p.o. 5 mg/kg dose. At 24 hr, the liver concentration of MK-5172 was 0.2 uM, which was over 25-fold higher than the IC50 i MedChem Express HY-15298

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: 1.633
Molar Refractivity: 197.6±0.4 cm3
#H bond acceptors: 15
#H bond donors: 3
#Freely Rotating Bonds: 8
#Rule of 5 Violations: 2
ACD/LogP: 3.93
ACD/LogD (pH 5.5): 2.64
ACD/BCF (pH 5.5): 33.92
ACD/KOC (pH 5.5): 223.11
ACD/LogD (pH 7.4): 1.70
ACD/BCF (pH 7.4): 3.93
ACD/KOC (pH 7.4): 25.84
Polar Surface Area: 204 Å2
Polarizability: 78.3±0.5 10-24cm3
Surface Tension: 68.4±5.0 dyne/cm
Molar Volume: 553.1±5.0 cm3

Click to predict properties on the Chemicalize site


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