ChemSpider 2D Image | Ledipasvir | C49H54F2N8O6

Ledipasvir

  • Molecular FormulaC49H54F2N8O6
  • Average mass889.000 Da
  • Monoisotopic mass888.413452 Da
  • ChemSpider ID29271894
  • defined stereocentres - 6 of 6 defined stereocentres


More details:



Featured data source



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

[(2S)-1-{(1R,3S,4S)-3-[5-(9,9-Difluoro-7-{2-[(6S)-5-{(2S)-2-[(méthoxycarbonyl)amino]-3-méthylbutanoyl}-5-azaspiro[2.4]hept-6-yl]-1H-imidazol-4-yl}-9H-fluorén-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2 .2.1]hept-2-yl}-3-méthyl-1-oxo-2-butanyl]carbamate de méthyle [French] [ACD/IUPAC Name]
1256388-51-8 [RN]
9796
Carbamic acid, N-[(1S)-1-[[(6S)-6-[5-[9,9-difluoro-7-[2-[(1R,3S,4S)-2-[(2S)-2-[(methoxycarbonyl)amino]-3-methyl-1-oxobutyl]-2-azabicyclo[2.2.1]hept-3-yl]-1H-benzimidazol-6-yl]-9H-fluoren-2-yl]-1H-imid azol-2-yl]-5-azaspiro[2.4]hept-5-yl]carbonyl]-2-methylpropyl]-, methyl ester [ACD/Index Name]
Ledipasvir [Spanish] [INN]
Lédipasvir [French] [INN]
Ledipasvirum [Latin] [INN]
Methyl [(2S)-1-{(1R,3S,4S)-3-[5-(9,9-difluoro-7-{2-[(6S)-5-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-azaspiro[2.4]hept-6-yl]-1H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzimidazol-2-yl]-2-azabi cyclo[2.2.1]hept-2-yl}-3-methyl-1-oxo-2-butanyl]carbamate [ACD/IUPAC Name]
Methyl-[(2S)-1-{(1R,3S,4S)-3-[5-(9,9-difluor-7-{2-[(6S)-5-{(2S)-2-[(methoxycarbonyl)amino]-3-methylbutanoyl}-5-azaspiro[2.4]hept-6-yl]-1H-imidazol-4-yl}-9H-fluoren-2-yl)-1H-benzimidazol-2-yl]-2-azabic yclo[2.2.1]hept-2-yl}-3-methyl-1-oxo-2-butanyl]carbamat [German] [ACD/IUPAC Name]
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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

013TE6E4WV [DBID]
GS-5885 [DBID]
UNII-013TE6E4WV [DBID]
CCRIS 4693 [DBID]
UNII:013TE6E4WV [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous
    • Appearance:

      Not Available Novochemy [NC-43061]
    • Safety:

      20/21/22 Novochemy [NC-43061]
      20/21/36/37/39 Novochemy [NC-43061]
      GHS07; GHS09 Novochemy [NC-43061]
      H332; H403 Novochemy [NC-43061]
      P102; P210; P262; P270; P302+P352; P308+P313 Novochemy [NC-43061]
      Warning Novochemy [NC-43061]
      Xn Novochemy [NC-43061]
    • Chemical Class:

      A benzimidazole derivative that is used in combination with sofosbuvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection. ChEBI CHEBI:85089
    • Bio Activity:

      Anti-infection MedChem Express HY-15602
      Anti-infection; MedChem Express HY-15602
      HCV MedChem Express HY-15602
      Ledipasvir (GS5885) is an inhibitor of the hepatitis C virus NS5A protein. MedChem Express HY-15602
      Ledipasvir (GS5885) is an inhibitor of the hepatitis C virus NS5A protein. Ledipasvir is an experimental drug for the treatment of hepatitis C.;IC50 Value: 141 nM (EC50, JFH1/3a-NS5A hybrid replicon) [1];Target: HCV NS5A ;In vitro: Against JFH1/3a-NS5A, DCV was more potent (EC(50) = 0.52 nM) than GS-5885 (EC(50) = 141 nM). DCV sensitivity was increased against JFH1/3a-NS5A-M28V (EC50 = 0.006 nM), A30V (EC(50) = 0.012 nM), and E92A (EC(50) = 0.004 nM) while the NS5A-A30K and -Y93H variants exhibited reduced sensitivity to DCV (EC50 values of 23 nM and 1120 nM, respectively) and to GS-5885 (EC50 values of 1770 nM and 4300 nM, respectively) [1].;In vivo: GS-5885 was well tolerated and resulted in median maximal reductions in HCV RNA ranging from 2.3 log (10) IU/ml (1 mg QD) to 3.3 log(10) IU/ml (10 mg QD in genotype 1b and 30 mg QD). E (max) modeling indicated GS-5885 30 mg was associated with>95% of maximal antiviral response to HCV genotype 1a. HCV RNA reductions were generally m MedChem Express HY-15602
      Ledipasvir(GS5885) is an inhibitor of the hepatitis C virus NS5A protein. MedChem Express http://www.medchemexpress.com/EPZ-5676.html

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.677
Molar Refractivity: 235.8±0.4 cm3
#H bond acceptors: 14
#H bond donors: 4
#Freely Rotating Bonds: 12
#Rule of 5 Violations: 3
ACD/LogP: 6.77
ACD/LogD (pH 5.5): 5.98
ACD/BCF (pH 5.5): 16684.45
ACD/KOC (pH 5.5): 28228.07
ACD/LogD (pH 7.4): 6.38
ACD/BCF (pH 7.4): 41064.70
ACD/KOC (pH 7.4): 69476.49
Polar Surface Area: 175 Å2
Polarizability: 93.5±0.5 10-24cm3
Surface Tension: 73.6±5.0 dyne/cm
Molar Volume: 625.8±5.0 cm3

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