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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H21N3O2
Molecular Weight 239.314
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of UK-396,082

SMILES

CCCN1C=NC(C[C@H](CCCN)C(O)=O)=C1

InChI

InChIKey=OTDGPKRCQXSTPV-JTQLQIEISA-N
InChI=1S/C12H21N3O2/c1-2-6-15-8-11(14-9-15)7-10(12(16)17)4-3-5-13/h8-10H,2-7,13H2,1H3,(H,16,17)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H21N3O2
Molecular Weight 239.314
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Pfizer was developing UK-396,082, an imidazole-propionic acid, as an oral treatment for thrombosis and pulmonary fibrosis. UK-396,082 is a potent and selective inhibitor of activated thrombin-activatable fibrinolysis inhibitor (activated TAFI; TAFIa) with Ki of 10 nM. UK-396,082 displays excellent selectivity over plasma carboxypeptidase N (>1,000-fold); exhibits antithrombotic efficacy in a rabbit model of venous thrombosis, yet has no effect on surgical bleeding in the rabbit; possesses excellent preclinical and clinical pharmacokinetic profile. UK-396,082 showed potential for the treatment of thrombosis and other fibrin-dependent diseases in humans, however its development was discontinued.

Originator

Approval Year

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
100 - 1000 mg given orally twice daily for 14 days.
Route of Administration: Oral
In Vitro Use Guide
UK-396,082 is a potent and selective inhibitor of activated thrombin-activatable fibrinolysis inhibitor (activated TAFI; TAFIa) with Ki of 10 nM.
Substance Class Chemical
Record UNII
2Q5861SUIG
Record Status Validated (UNII)
Record Version