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CHEBI:138885 - prinomastat

Default Structure
ChEBI IDCHEBI:138885
ChEBI Nameprinomastat
Stars
DefinitionA hydroxamic acid that is (3S)-N-hydroxy-2,2-dimethylthiomorpholine-3-carboxamide in which the hydrogen attached to the thiomorpholine nitrogen has been replaced by a [4-(pyridin-4-yloxy)phenyl]sulfonyl group. It is a selective inhibitor with of matrix metalloproteinases (MMPs) 2, 3, 9, 13, and 14.
Last Modified27 October 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H21N3O5S2
Net Charge0
Average Mass423.516
Monoisotopic Mass423.09226
SMILESCC1(C)SCCN(S(=O)(=O)c2ccc(Oc3ccncc3)cc2)[C@H]1C(=O)NO
InChIInChI=1S/C18H21N3O5S2/c1-18(2)16(17(22)20-23)21(11-12-27-18)28(24,25)15-5-3-13(4-6-15)26-14-7-9-19-10-8-14/h3-10,16,23H,11-12H2,1-2H3,(H,20,22)/t16-/m0/s1
InChIKeyYKPYIPVDTNNYCN-INIZCTEOSA-N
Wikipedia
Roles Classification
Biological Roles:
EC 3.4.24.35 (gelatinase B) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase B (EC 3.4.24.35).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
prinomastat (CHEBI:138885) has role antineoplastic agent (CHEBI:35610)
prinomastat (CHEBI:138885) has role EC 3.4.24.35 (gelatinase B) inhibitor (CHEBI:79088)
prinomastat (CHEBI:138885) has role matrix metalloproteinase inhibitor (CHEBI:50664)
prinomastat (CHEBI:138885) is a aromatic ether (CHEBI:35618)
prinomastat (CHEBI:138885) is a hydroxamic acid (CHEBI:24650)
prinomastat (CHEBI:138885) is a pyridines (CHEBI:26421)
prinomastat (CHEBI:138885) is a sulfonamide (CHEBI:35358)
prinomastat (CHEBI:138885) is a thiomorpholines (CHEBI:36393)
prinomastat (CHEBI:138885) is conjugate base of prinomastat(1+) (CHEBI:138886)
Incoming Relation(s)
prinomastat(1+) (CHEBI:138886) is conjugate acid of prinomastat (CHEBI:138885)
IUPAC Name 
(3S)-N-hydroxy-2,2-dimethyl-4-{[4-(pyridin-4-yloxy)phenyl]sulfonyl}thiomorpholine-3-carboxamide
INNs  Source
prinomastatWHO MedNet
prinomastatWHO MedNet
prinomastatWHO MedNet
prinomastatumWHO MedNet
Synonyms  Source
AG 3340ChemIDplus
AG-3340ChemIDplus
AG3340ChemIDplus
(S)-2,2-dimethyl-4-{[p-(4-pyridyloxy)phenyl]sulfonyl}-3-thiomorpholinecarbohydroxamic acidChemIDplus
Manual XrefsDatabases
D03797KEGG DRUG
DB05100DrugBank
PN0PDBeChem
PrinomastatWikipedia
US5753653Patent
WO9720824Patent
Registry NumbersSources
CAS:192329-42-3ChemIDplus
Citations