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

Details

Stereochemistry ACHIRAL
Molecular Formula C32H35F3N4O5S
Molecular Weight 644.704
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZD-7295

SMILES

CCCS(=O)(=O)N1CCN(CC2=CC=C(NC(=O)C3=CC=C(C=C3)C4=CC(NC(=O)C5CC5)=CC=C4OC(F)(F)F)C=C2)CC1

InChI

InChIKey=MAQDQJWCSSCURR-UHFFFAOYSA-N
InChI=1S/C32H35F3N4O5S/c1-2-19-45(42,43)39-17-15-38(16-18-39)21-22-3-11-26(12-4-22)36-30(40)24-7-5-23(6-8-24)28-20-27(37-31(41)25-9-10-25)13-14-29(28)44-32(33,34)35/h3-8,11-14,20,25H,2,9-10,15-19,21H2,1H3,(H,36,40)(H,37,41)

HIDE SMILES / InChI

Molecular Formula C32H35F3N4O5S
Molecular Weight 644.704
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

A-689 (AZD-7295) was the lead compound from Arrow Therapeutics' second series of hepatitis C virus (HCV) NS5a inhibitors. AZD-7295 is a selective inhibitor of HCV NS5A within vitroantiviral activity of 7nM and 1.24mM against HCV genotype1b and 1a replicons respectively, with significant liver concentrationin preclinical studies. AZD-7295 was well tolerated at repeated doses ofup to 700 mg daily. AZD-7295 shows potent antiviral activity ingenotype 1b patients. Genotype 1a and genotype 3 patients showedno antiviral effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Current race in the development of DAAs (direct-acting antivirals) against HCV.
2014-06-15
Patents

Sample Use Guides

700mg per day maximum
Route of Administration: Oral
AZD-7295 is a selective inhibitor of HCV NS5A within vitroantiviral activity of 7nM and 1.24mM against HCV genotype1b and 1a replicons respectively, with significant liver concentrationin preclinical studies.
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:19:55 GMT 2025
Edited
by admin
on Mon Mar 31 23:19:55 GMT 2025
Record UNII
102MC1467J
Record Status Validated (UNII)
Record Version
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Name Type Language
AZD-7295
Common Name English
AZD7295
Preferred Name English
(1,1'-BIPHENYL)-4-CARBOXAMIDE, 5'-((CYCLOPROPYLCARBONYL)AMINO)-N-(4-((4-(PROPYLSULFONYL)-1-PIPERAZINYL)METHYL)PHENYL)-2'-(TRIFLUOROMETHOXY)-
Systematic Name English
AZD 7295 [WHO-DD]
Common Name English
4-(5-(CYCLOPROPANECARBONYLAMINO)-2-(TRIFLUOROMETHOXY)PHENYL)-N-(4-((4-PROPYLSULFONYLPIPERAZIN-1-YL)METHYL)PHENYL)BENZAMIDE
Systematic Name English
Code System Code Type Description
FDA UNII
102MC1467J
Created by admin on Mon Mar 31 23:19:55 GMT 2025 , Edited by admin on Mon Mar 31 23:19:55 GMT 2025
PRIMARY
CAS
929890-64-2
Created by admin on Mon Mar 31 23:19:55 GMT 2025 , Edited by admin on Mon Mar 31 23:19:55 GMT 2025
PRIMARY
DRUG BANK
DB12724
Created by admin on Mon Mar 31 23:19:55 GMT 2025 , Edited by admin on Mon Mar 31 23:19:55 GMT 2025
PRIMARY
PUBCHEM
57339445
Created by admin on Mon Mar 31 23:19:55 GMT 2025 , Edited by admin on Mon Mar 31 23:19:55 GMT 2025
PRIMARY
CLINICAL_TRIALS.GOV
AZD-7295
Created by admin on Mon Mar 31 23:19:55 GMT 2025 , Edited by admin on Mon Mar 31 23:19:55 GMT 2025
PRIMARY Official Title:A Randomised, DB, PC Study to Determine the PK, Safety and Tolerability Profile and Antiviral Activity of Multiple Oral Doses of AZD7295 in Otherwise Healthy Male and Female Hepatitis C Carriers With Compensated Liver DiseasePurpose:PK, safety study of AZD7295 in HCV carriers
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET ORGANISM->NON-INHIBITOR
Replicon
EC50
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Replicon
EC50
TARGET -> INHIBITOR
TARGET ORGANISM->NON-INHIBITOR
Replicon
EC50
Related Record Type Details
ACTIVE MOIETY
Originator: Arrow Therapeutics; Class: Antiviral; Mechanism of Action: Hepatitis C virus NS 5 protein inhibitor; Highest Development Phase: Discontinued for Hepatitis C; Most Recent Events: 27 Jan 2011 Discontinued - Phase-II for Hepatitis C in United Kingdom (PO), 27 Jan 2011 Discontinued - Phase-I for Hepatitis C in Japan (PO), 27 Jan 2011 Discontinued - Phase-I for Hepatitis C in New Zealand (PO)