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

Details

Stereochemistry ABSOLUTE
Molecular Formula C43H53N5O8S
Molecular Weight 799.975
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOVAPREVIR

SMILES

COC1=CC=C2C(O[C@@H]3C[C@H](N(C3)C(=O)[C@@H](CC(=O)N4CCCCC4)C(C)(C)C)C(=O)N[C@@]5(C[C@H]5C=C)C(=O)NS(=O)(=O)C6CC6)=CC(=NC2=C1)C7=CC=CC=C7

InChI

InChIKey=MHFMTUBUVQZIRE-WINRQGAFSA-N
InChI=1S/C43H53N5O8S/c1-6-28-25-43(28,41(52)46-57(53,54)31-16-17-31)45-39(50)36-22-30(26-48(36)40(51)33(42(2,3)4)23-38(49)47-19-11-8-12-20-47)56-37-24-34(27-13-9-7-10-14-27)44-35-21-29(55-5)15-18-32(35)37/h6-7,9-10,13-15,18,21,24,28,30-31,33,36H,1,8,11-12,16-17,19-20,22-23,25-26H2,2-5H3,(H,45,50)(H,46,52)/t28-,30-,33-,36+,43-/m1/s1

HIDE SMILES / InChI

Molecular Formula C43H53N5O8S
Molecular Weight 799.975
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Sovaprevir (formerly ACH-1625) is an oral, once-daily, small molecule inhibitor of HCV protease being developed by Achillion Pharmaceuticals for the treatment of Hepatitis C. ACH-1625 is a linear peptidomimetic inhibitor that non-covalently binds to HCV NS3 protease with high potency and specificity. Short-term monotherapy of HCV genotype-1 infection with ACH-1625 was found to be safe and resulted in ≥3.3 log(10) IU/ml mean viral load reduction. Sovaprevir was developed as a therapy for patients with chronic HCV. Approximately 550 patients already have been treated with the drug in two phase 2 studies with 12-week treatment programs. One study included treatment with sovaprevir combined with pegylated interferon and ribavirin, and the other monitored the use of sovaprevir in combination with ACH-3102, Achillions second-generation NS5A inhibitor. In the second study, all of the patients with HCV genotype 1b achieved sustained virologic response.

Approval Year

Sample Use Guides

Hepatitis C, Chronic: Sovaprevir 200-400 mg QD + ACH-3102 150 mg loading dose on Day 1 followed by 50 mg QD + RBV weight-based 1000-1200mg QD for 12 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:11:05 GMT 2023
Edited
by admin
on Sat Dec 16 17:11:05 GMT 2023
Record UNII
2ND9V3MN6O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SOVAPREVIR
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
Sovaprevir [WHO-DD]
Common Name English
ACH-0141625
Code English
sovaprevir [INN]
Common Name English
SOVAPREVIR [USAN]
Common Name English
(2S,4R)-1-((2S)-2-TERT-BUTYL-4-OXO-4-(PIPERIDIN-1-YL)BUTANOYL)-N-((1R,2S)-1-((CYCLOPROPANESULFONYL)CARBAMOYL)-2-ETHENYLCYCLOPROPYL)-4-((7-METHOXY-2-PHENYLQUINOLIN-4-YL)OXY)PYRROLIDINE-2-CARBOXAMIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
Code System Code Type Description
WIKIPEDIA
Sovaprevir
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
FDA UNII
2ND9V3MN6O
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID00142994
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
DRUG BANK
DB12069
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
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NCI_THESAURUS
C152411
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
USAN
YY-83
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
CAS
1001667-23-7
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
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ChEMBL
CHEMBL2105750
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
INN
9531
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
SMS_ID
100000175095
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
PUBCHEM
53362096
Created by admin on Sat Dec 16 17:11:06 GMT 2023 , Edited by admin on Sat Dec 16 17:11:06 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
TARGET ORGANISM->INHIBITOR
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ACTIVE MOIETY