CHEBI:183517 - LFM-A13

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ChEBI Name LFM-A13
ChEBI ID CHEBI:183517
Definition An enamide obtained by formal condensation of the carboxy group of (2Z)-2-cyano-3-hydroxybut-2-enoic acid with the amino group of 2,5-dibromoaniline. It is a dual-function inhibitor of Bruton's tyrosine kinase (BTK) and Polo-like kinases (PLK) that exhibits anticancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:95065
Supplier Information
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Formula C11H8Br2N2O2
Net Charge 0
Average Mass 360.005
Monoisotopic Mass 357.89525
InChI InChI=1S/C11H8Br2N2O2/c1-6(16)8(5-14)11(17)15-10-4-7(12)2-3-9(10)13/h2-4,16H,1H3,(H,15,17)/b8-6-
InChIKey UVSVTDVJQAJIFG-VURMDHGXSA-N
SMILES C\C(O)=C(/C#N)C(=O)NC1=CC(Br)=CC=C1Br
Roles Classification
Biological Role(s): EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor
An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that specifically blocks the action of non-specific protein-tyrosine kinase (EC 2.7.10.2).
EC 2.7.11.21 (polo kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of any polo kinase (EC 2.7.11.21).
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
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ChEBI Ontology
Outgoing LFM-A13 (CHEBI:183517) has role antineoplastic agent (CHEBI:35610)
LFM-A13 (CHEBI:183517) has role apoptosis inducer (CHEBI:68495)
LFM-A13 (CHEBI:183517) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
LFM-A13 (CHEBI:183517) has role EC 2.7.11.21 (polo kinase) inhibitor (CHEBI:145425)
LFM-A13 (CHEBI:183517) has role geroprotector (CHEBI:176497)
LFM-A13 (CHEBI:183517) has role platelet aggregation inhibitor (CHEBI:50427)
LFM-A13 (CHEBI:183517) is a aromatic amide (CHEBI:62733)
LFM-A13 (CHEBI:183517) is a dibromobenzene (CHEBI:37147)
LFM-A13 (CHEBI:183517) is a enamide (CHEBI:51751)
LFM-A13 (CHEBI:183517) is a enol (CHEBI:33823)
LFM-A13 (CHEBI:183517) is a nitrile (CHEBI:18379)
LFM-A13 (CHEBI:183517) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
(2Z)-2-cyano-N-(2,5-dibromophenyl)-3-hydroxybut-2-enamide
Synonyms Sources
(2Z)-2-cyano-N-(2,5-dibromophenyl)-3-hydroxy-2-butenamide ChEBI
2Z-cyano-N-(2,5-dibromophenyl)-3-hydroxy-2-butenamide ChEBI
α-cyano-β-hydroxy-β-methyl-N-(2,5-dibromophenyl)propenamide ChEBI
DDE-28 ChEBI
Manual Xrefs Databases
21171575 ChemSpider
LSM-6315 LINCS
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Registry Number Type Source
244240-24-2 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
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Last Modified
09 November 2021