CHEBI:195398 - batimastat

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ChEBI Name batimastat
ChEBI ID CHEBI:195398
Definition A secondary carboxamide resulting from the formal condensation of the carboxy group of (2S,3R)-5-methyl-3-{[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-2-[(thiophen-2-ylsulfanyl)methyl]hexanoic acid with the amino group of hydroxylamine. It a broad-spectrum matrix metalloprotease inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Jonathan Muyskens
Secondary ChEBI IDs CHEBI:40976
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Formula C23H31N3O4S2
Net Charge 0
Average Mass 477.640
Monoisotopic Mass 477.17560
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
InChIKey XFILPEOLDIKJHX-QYZOEREBSA-N
SMILES CNC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(C)C)[C@H](CSC1=CC=CS1)C(=O)NO
Roles Classification
Biological Role(s): matrix metalloproteinase inhibitor

Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing batimastat (CHEBI:195398) has role angiogenesis inhibitor (CHEBI:48422)
batimastat (CHEBI:195398) has role antineoplastic agent (CHEBI:35610)
batimastat (CHEBI:195398) has role matrix metalloproteinase inhibitor (CHEBI:50664)
batimastat (CHEBI:195398) is a L-phenylalanine derivative (CHEBI:84144)
batimastat (CHEBI:195398) is a hydroxamic acid (CHEBI:24650)
batimastat (CHEBI:195398) is a organic sulfide (CHEBI:16385)
batimastat (CHEBI:195398) is a secondary carboxamide (CHEBI:140325)
batimastat (CHEBI:195398) is a thiophenes (CHEBI:26961)
batimastat (CHEBI:195398) is a triamide (CHEBI:51954)
IUPAC Name
(2R,3S)-N4-hydroxy-N1-[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2-(2-methylpropyl)-3-[(thiophen-2-ylsulfanyl)methyl]butanediamide
INNs Sources
batimastat WHO MedNet
batimastat WHO MedNet
batimastat WHO MedNet
batimastatum WHO MedNet
Synonyms Sources
(2R,3S)-N4-hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide ChEBI
4-(N-hydroxyamino)-2R-isobutyl-3S-(thiopen-2-ylthiomethyl)-succinyl-L-phenylalanine-N-methylamide ChEBI
BB 94 ChEBI
BB-94 SUBMITTER
BB94 DrugBank
Manual Xrefs Databases
4515033 ChemSpider
BAT PDBeChem
Batimastat Wikipedia
CPD-21519 MetaCyc
D03061 KEGG DRUG
DB03880 DrugBank
LSM-6276 LINCS
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Registry Number Type Source
130370-60-4 CAS Registry Number DrugBank
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Last Modified
20 July 2023