gabexate   Click here for help

GtoPdb Ligand ID: 7863

Approved drug
gabexate is an approved drug (Japan)
Compound class: Synthetic organic
Comment: Gabexate (as the mesylate) is an inhibitor of trypsin-like serine proteases and is used in the treatment of pancreatitis, disseminated intravascular coagulation and as a regional anticoagulant for hemodialysis. The mesylate is PubChem CID 6604561.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 117
Molecular weight 321.17
XLogP 2.02
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)c1ccc(cc1)OC(=O)CCCCCN=C(N)N
Isomeric SMILES CCOC(=O)c1ccc(cc1)OC(=O)CCCCCN=C(N)N
InChI InChI=1S/C16H23N3O4/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18/h7-10H,2-6,11H2,1H3,(H4,17,18,19)
InChI Key YKGYIDJEEQRWQH-UHFFFAOYSA-N
References
1. Erba F, Fiorucci L, Pascarella S, Menegatti E, Ascenzi P, Ascoli F. (2001)
Selective inhibition of human mast cell tryptase by gabexate mesylate, an antiproteinase drug.
Biochem Pharmacol, 61 (3): 271-6. [PMID:11172730]
2. Ino Y, Arita Y, Akashi T, Kimura T, Igarashi H, Oono T, Furukawa M, Kawabe K, Ogoshi K, Ouchi J et al.. (2008)
Continuous regional arterial infusion therapy with gabexate mesilate for severe acute pancreatitis.
World J Gastroenterol, 14 (41): 6382-7. [PMID:19009656]