GW311616A

Names

[ CAS No. ]:
197890-44-1

[ Name ]:
GW311616A

[Synonym ]:
GW-311616A
(3S,3aS,6aR)-3-Isopropyl-1-(methylsulfonyl)-4-[(2E)-4-(1-piperidinyl)-2-butenoyl]hexahydropyrrolo[3,2-b]pyrrol-2(1H)-one hydrochloride (1:1)
171SKM32U6
MFCD06411566
Pyrrolo[3,2-b]pyrrol-2(1H)-one, hexahydro-3-(1-methylethyl)-1-(methylsulfonyl)-4-[(2E)-1-oxo-4-(1-piperidinyl)-2-buten-1-yl]-, (3S,3aS,6aR)-, hydrochloride (1:1)
GW311616 (hydrochloride)
GW311616A

Biological Activity

[Description]:

GW311616A(GW311616 Hcl) is a potent, intracellular, orally bioavailable, long duration inhibitor of human neutrophil elastase(HNE) with IC50 of 22 nM.IC50 value: 22 nM [1]Target: neutrophil elastaseThe HNE inhibitor GW311616A is selective over other human serine proteases (IC50 values >100 uM for trypsin, cathepsin G, and plasmin, >3 mM for chymotrypsin and tissue plasminogen activator). Acetylcholinesterase is not inhibited by GW311616A at 100 uM.GW311616A is more potent than thetrifluoromethylketone inhibitor ZD8321 (Ki=13 nM). GW311616A is orallybioavailable in rat, dog (Table 4) and hamster despite moderate to high plasmaclearance, which indicates that clearance is predominantly extrahepatic.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Elastase

Research Areas >> Inflammation/Immunology

[References]

[1]. Macdonald SJ, et al. The discovery of a potent, intracellular, orally bioavailable, long duration inhibitor of human neutrophil elastase--GW311616A a development candidate. Bioorg Med Chem Lett. 2001 Apr 9;11(7):895-8.

[Related Small Molecules]

DMP 777 | GW311616 | Sivelestat Sodium tetrahydrate | Alvelestat | AE-3763 | BAY 678 | BAY-85-8501 | Lodelaben | ZD-0892 | ZD8321

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₉H₃₂ClN₃O₄S

[ Molecular Weight ]:
433.993

[ Exact Mass ]:
433.180206

[ Storage condition ]:
2-8℃