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 [2,4]. Most recently marimastat has been reported to inhibit certain snake venom metalloproteases [1], with the implication that it could be repurposed as an antidote to snake venom poisoning [5].
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
SMILES / InChI / InChIKey
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
InChI Key OCSMOTCMPXTDND-OUAUKWLOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S,3R)-N-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N',2-dihydroxy-3-(2-methylpropyl)butanediamide
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
ChEBI CHEBI:50662
ChEMBL Ligand CHEMBL279785
DrugBank Ligand DB00786
GtoPdb PubChem SID 178101905
PubChem CID 119031
RCSB PDB Ligand 97, 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
Search UniChem for chemical match using the InChIKey OCSMOTCMPXTDND-OUAUKWLOSA-N
Search UniChem for chemicals with the same backbone OCSMOTCMPXTDND
Wikipedia Marimastat

Product suppliers

View disclaimer

Tocris
Marimastat
Cat. No. 2631