marimastat   Click here for help

GtoPdb Ligand ID: 5220

Synonyms: BB-2516 | BB2516
PDB Ligand
Compound class: Synthetic organic
Comment: Marimastat (BB-2516) is a broad spectrum matrix metalloprotease (MMP) inhibitor. Its MMP inhibitory action has been applied to treating cancer [3,5]. Most recently marimastat has been reported to inhibit certain snake venom metalloproteases [2], with the implication that it could be repurposed as an antidote to snake venom poisoning [6].
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 5
Rotatable bonds 11
Topological polar surface area 127.76
Molecular weight 331.21
XLogP 0.35
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES ONC(=O)C(C(C(=O)NC(C(C)(C)C)C(=O)NC)CC(C)C)O
Isomeric SMILES ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)NC)CC(C)C)O
InChI InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7480 marimastat
Synonyms Click here for help
BB-2516 | BB2516
Database Links Click here for help
CAS Registry No. 154039-60-8
ChEMBL Ligand CHEMBL279785
DrugBank Ligand DB00786
GtoPdb PubChem SID 178101905
PubChem CID 119031
RCSB PDB Ligand 097
Search Google for chemical match using the InChIKey OCSMOTCMPXTDND-OUAUKWLOSA-N
Search Google for chemicals with the same backbone OCSMOTCMPXTDND
Search PubMed clinical trials marimastat
Search PubMed titles marimastat
Search PubMed titles/abstracts marimastat
UniChem Compound Search for chemical match using the InChIKey OCSMOTCMPXTDND-OUAUKWLOSA-N
UniChem Connectivity Search for chemical match using the InChIKey OCSMOTCMPXTDND-OUAUKWLOSA-N
Wikipedia Marimastat

Product suppliers

View disclaimer

Marimastat (links to external site)
Cat. No. 2631