Ombitasvir

Names

[ Name ]:
Ombitasvir

[Synonym ]:
ABT-267
Ombitasvir
UNII:2302768XJ8
Dimethyl ({(2S,5S)-1-[4-(2-methyl-2-propanyl)phenyl]-2,5-pyrrolidinediyl}bis{4,1-phenylenecarbamoyl(2S)-2,1-pyrrolidinediyl[(2S)-3-methyl-1-oxo-1,2-butanediyl]})biscarbamate

Biological Activity

[Description]:

Ombitasvir is a potent inhibitor of the hepatitis C virus protein NS5A, with EC50s of 0.82 to 19.3 pM against HCV genotypes 1 to 5, and 366 pM against genotype 6a.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> HCV Protease

Signaling Pathways >> Anti-infection >> HCV

Research Areas >> Infection

[Target]

EC50: 0.82 to 19.3 pM (HCV genotypes 1 to 5), 366 pM (HCV genotype 6a)[1]

[In Vitro]

Ombitasvir is active against the genotype 2a JFH-1 replicon, with an EC50 of 0.82 pM, and the EC50s of ombitasvir are 42 pM and 68 pM against the L28 and F28 variants of this genotype 6a replicon, respectively[1]. In GT1a, variants M28V, L31V, and H58D confers 58- to 243-fold resistance to Ombitasvir. Single variants M28T, Q30R, and Y93C/S confers 800- to 8965-fold resistance, while Y93H/N confers >40000-fold resistance to Ombitasvir[2].

[References]

[1]. Krishnan P, et al. In vitro and in vivo antiviral activity and resistance profile of ombitasvir, an inhibitor of hepatitis C virus NS5A. Antimicrob Agents Chemother. 2015 Feb;59(2):979-87

[2]. DeGoey DA, et al. Discovery of ABT-267, a pan-genotypic inhibitor of HCV NS5A. J Med Chem. 2014 Mar 13;57(5):2047-57

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
1065.6±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₅₀H₆₇N₇O₈

[ Molecular Weight ]:
894.109

[ Flash Point ]:
598.2±34.3 °C

[ Exact Mass ]:
893.505127

[ PSA ]:
178.72000

[ LogP ]:
6.29

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.595

[ Storage condition ]:
-20℃