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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
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]