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Details

Stereochemistry ACHIRAL
Molecular Formula C18H18N2O4S
Molecular Weight 358.412
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QAV-680

SMILES

CC1=C(CC(O)=O)C2=CC=CN=C2N1CC3=CC=C(C=C3)S(C)(=O)=O

InChI

InChIKey=YOPFAMROKXHVCQ-UHFFFAOYSA-N
InChI=1S/C18H18N2O4S/c1-12-16(10-17(21)22)15-4-3-9-19-18(15)20(12)11-13-5-7-14(8-6-13)25(2,23)24/h3-9H,10-11H2,1-2H3,(H,21,22)

HIDE SMILES / InChI

Molecular Formula C18H18N2O4S
Molecular Weight 358.412
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

QAV-680 is a pyrrolopyridine derivative patented by Novartis Pharma GmbH as chemoattractant receptor (CRTh2) antagonist for the treatment of an inflammatory or allergic condition, particularly an inflammatory or obstructive airways disease. QAV-680 shows low nM potency and excellent selectivity across a range of CRTh2 dependent primary human inflammatory cell assays. In preclinical studies, QAV-680 shows good pharmacokinetic properties (including a suitable escalating dose–exposure relationship) in the rat and mouse and demonstrates efficacy in both mechanistic and allergic disease CRTh2-dependent rodent in vivo models. In 2008-2010 QAV-680 was tested in Phase 2 clinical trials but no further development reports were published.

Approval Year

PubMed

PubMed

TitleDatePubMed
Discovery and characterization of NVP-QAV680, a potent and selective CRTh2 receptor antagonist suitable for clinical testing in allergic diseases.
2013 Nov 1
Patents

Patents

Sample Use Guides

500 mg (5 x 100 mg capsules) four times per day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:58:34 GMT 2023
Edited
by admin
on Sat Dec 16 10:58:34 GMT 2023
Record UNII
0E3D72URPD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QAV-680
Common Name English
QAV680
Code English
QAV690 FREE ACID
Code English
NVP-QAV680
Code English
1H-PYRROLO(2,3-B)PYRIDINE-3-ACETIC ACID, 2-METHYL-1-((4-(METHYLSULFONYL)PHENYL)METHYL)-
Systematic Name English
NVP-QAV-680
Common Name English
QAV-690 FREE ACID
Common Name English
Code System Code Type Description
CAS
1263765-71-4
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
NO STRUCTURE GIVEN
DRUG BANK
DB11658
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL2442750
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
CAS
872365-16-7
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
PUBCHEM
11508736
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
FDA UNII
0E3D72URPD
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
SMS_ID
300000041368
Created by admin on Sat Dec 16 10:58:34 GMT 2023 , Edited by admin on Sat Dec 16 10:58:34 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY