cipemastat   

GtoPdb Ligand ID: 6466

Synonyms: Ro 28-2653
Compound class: Synthetic organic
Comment: Cipemastat is a selective matrix metalloproteinase-1 inhibitor.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 9
Topological polar surface area 110.26
Molecular weight 436.27
XLogP 1.44
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES ONC(=O)C(C(C(=O)N1CCCCC1)CC1CCCC1)CN1C(=O)N(C(C1=O)(C)C)C
Isomeric SMILES ONC(=O)[C@H]([C@H](C(=O)N1CCCCC1)CC1CCCC1)CN1C(=O)N(C(C1=O)(C)C)C
InChI InChI=1S/C22H36N4O5/c1-22(2)20(29)26(21(30)24(22)3)14-17(18(27)23-31)16(13-15-9-5-6-10-15)19(28)25-11-7-4-8-12-25/h15-17,31H,4-14H2,1-3H3,(H,23,27)/t16-,17+/m1/s1
InChI Key GFUITADOEPNRML-SJORKVTESA-N
Immunopharmacology Disease
Disease X-Refs Comment References
Rheumatoid arthritis Disease Ontology: DOID:7148
OMIM: 180300
An MMP1 clinical candidate which failed Phase 1 clinical trial in RA.