batimastat   Click here for help

GtoPdb Ligand ID: 5145

Synonyms: BB 94 | BB-94 | BB94
PDB Ligand
Compound class: Synthetic organic
Comment: Batimastat (BB-94) is a broad-spectrum matrix metalloprotease (MMP) inhibitor. It inhibits MMPs by binding the zinc ion in the active site of the enzymes.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 15
Topological polar surface area 161.07
Molecular weight 477.18
XLogP 2.94
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=O)C(NC(=O)C(C(C(=O)NO)CSc1cccs1)CC(C)C)Cc1ccccc1
Isomeric SMILES CNC(=O)[C@@H](NC(=O)[C@@H]([C@@H](C(=O)NO)CSc1cccs1)CC(C)C)Cc1ccccc1
InChI InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
InChI Key XFILPEOLDIKJHX-QYZOEREBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R,3S)-N-hydroxy-N'-[(1S)-1-(methylcarbamoyl)-2-phenylethyl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide
International Nonproprietary Names Click here for help
INN number INN
7154 batimastat
Synonyms Click here for help
BB 94 | BB-94 | BB94
Database Links Click here for help
CAS Registry No. 130370-60-4
ChEMBL Ligand CHEMBL279786
DrugBank Ligand DB03880
GtoPdb PubChem SID 178101837
PubChem CID 5362422
RCSB PDB Ligand BAT
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Tocris
Batimastat
Cat. No. 2961