CHEBI:189826 - SYC-435

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ChEBI Name SYC-435
ChEBI ID CHEBI:189826
Definition A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and benzyl groups, respectively. It is a potent inhibitor of mutant isocitrate dehydrogenase 1 (Ki values of 190 nM against R132H mutant and 120 nM against R132C mutant).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kalpana P
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Formula C13H13NO2
Net Charge 0
Average Mass 215.252
Monoisotopic Mass 215.09463
InChI InChI=1S/C13H13NO2/c1-10-7-12(14(16)13(15)8-10)9-11-5-3-2-4-6-11/h2-8,16H,9H2,1H3
InChIKey AVLZAVSZOAQKRC-UHFFFAOYSA-N
SMILES CC1=CC(=O)N(O)C(CC2=CC=CC=C2)=C1
Roles Classification
Biological Role(s): EC 1.1.1.42 (isocitrate dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of any isocitrate dehydrogenase (EC 1.1.1.42).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing SYC-435 (CHEBI:189826) has role antineoplastic agent (CHEBI:35610)
SYC-435 (CHEBI:189826) has role EC 1.1.1.42 (isocitrate dehydrogenase) inhibitor (CHEBI:145410)
SYC-435 (CHEBI:189826) is a benzenes (CHEBI:22712)
SYC-435 (CHEBI:189826) is a cyclic hydroxamic acid (CHEBI:23445)
SYC-435 (CHEBI:189826) is a pyridone (CHEBI:38183)
IUPAC Name
6-benzyl-1-hydroxy-4-methylpyridin-2(1H)-one
Synonyms Sources
1-hydroxy-4-methyl-6-(phenylmethyl)-2-(1H)pyridinone ChEBI
1-hydroxy-4-methyl-6-benzyl-2(1H)-pyridone ChEBI
6-benzyl-1-hydroxy-4-methyl-1,2-dihydropyridin-2-one IUPAC
6-benzyl-1-hydroxy-4-methylpyridin-2-one ChEBI
6-benzyl-4-methyl-1-hydroxypyridin-2(1H)-one ChEBI
SYC 435 ChEBI
SYC435 ChEBI
TC-E 5008 ChEBI
Manual Xrefs Databases
14787404 ChemSpider
1BZ PDBeChem
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Registry Number Type Source
50405-58-8 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
23795241 PubMed citation SUBMITTER
25271760 PubMed citation Europe PMC
29089260 PubMed citation Europe PMC
31910018 PubMed citation Europe PMC
35182954 PubMed citation Europe PMC
PMC6847717 PubMed Central citation Europe PMC
Last Modified
06 June 2022