U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C49H55N9O7
Molecular Weight 882.0171
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ELBASVIR

SMILES

[H][C@]1(CCCN1C(=O)[C@@H](NC(=O)OC)C(C)C)C2=NC=C(N2)C3=CC4=C(C=C3)N5[C@@H](OC6=C(C=CC(=C6)C7=CN=C(N7)[C@]8([H])CCCN8C(=O)[C@@H](NC(=O)OC)C(C)C)C5=C4)C9=CC=CC=C9

InChI

InChIKey=BVAZQCUMNICBAQ-PZHYSIFUSA-N
InChI=1S/C49H55N9O7/c1-27(2)41(54-48(61)63-5)45(59)56-20-10-14-37(56)43-50-25-34(52-43)30-17-19-36-32(22-30)23-39-33-18-16-31(24-40(33)65-47(58(36)39)29-12-8-7-9-13-29)35-26-51-44(53-35)38-15-11-21-57(38)46(60)42(28(3)4)55-49(62)64-6/h7-9,12-13,16-19,22-28,37-38,41-42,47H,10-11,14-15,20-21H2,1-6H3,(H,50,52)(H,51,53)(H,54,61)(H,55,62)/t37-,38-,41-,42-,47-/m0/s1

HIDE SMILES / InChI

Molecular Formula C49H55N9O7
Molecular Weight 882.0171
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Elbasvir is an inhibitor of the Hepatitis C Virus (HCV) Non-Structural protein 5A (NS5A). Elbasvir was approved by the FDA in January 2016 for the treatment of hepatitis C. It was developed by Merck and completed Phase III trials, used in combination with the NS3/4A protease inhibitor grazoprevir under the trade name Zepatier. Zepatier is indicated for treatment of chronic HCV genotype 1 or 4 infection in adults.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.0 pM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ZEPATIER

Cmax

ValueDoseCo-administeredAnalytePopulation
198 nM
50 mg single, oral
ELBASVIR plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2710.5 nM × h
50 mg single, oral
ELBASVIR plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
24 h
50 mg single, oral
ELBASVIR plasma
Homo sapiens
16.5 h
50 mg single, oral
ELBASVIR plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
0.1%
50 mg single, oral
ELBASVIR plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
ZEPATIER is a two-drug, fixed-dose combination product containing 50 mg of elbasvir and 100 mg of grazoprevir in a single tablet. The recommended dosage of ZEPATIER is one tablet taken orally once daily with or without food. ZEPATIER is used in combination with ribavirin in certain patient populations
Route of Administration: Oral
In Vitro Use Guide
Elbasvir was highly potent in GT1a wild-type replicon cells, with 90% effective concentration (EC90) value of 0.006 nM.
Substance Class Chemical
Record UNII
632L571YDK
Record Status Validated (UNII)
Record Version