CHEBI:176334 - GSK2879552

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ChEBI Name GSK2879552
ChEBI ID CHEBI:176334
Definition A member of the class of piperidines that is piperidine substituted by (4-carboxyphenyl)methyl and {[(1R,2S)-2-phenylcyclopropyl]amino}methyl groups at positions 1 and 4, respectively. It is a potent and irreversible inhibitor of lysine specific demethylase 1 (LSD1, also known as KDM1A). It was under clinical investigation for the treatment of acute myeloid leukaemia and small cell lung carcinoma.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Supplier Information
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Formula C23H28N2O2
Net Charge 0
Average Mass 364.489
Monoisotopic Mass 364.21508
InChI InChI=1S/C23H28N2O2/c26-23(27)20-8-6-18(7-9-20)16-25-12-10-17(11-13-25)15-24-22-14-21(22)19-4-2-1-3-5-19/h1-9,17,21-22,24H,10-16H2,(H,26,27)/t21-,22+/m0/s1
InChIKey LRULVYSBRWUVGR-FCHUYYIVSA-N
SMILES OC(=O)C1=CC=C(CN2CCC(CN[C@@H]3C[C@H]3C3=CC=CC=C3)CC2)C=C1
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor
An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of lysine-specific histone demethylase 1A (EC 1.14.99.66).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing GSK2879552 (CHEBI:176334) has role antineoplastic agent (CHEBI:35610)
GSK2879552 (CHEBI:176334) has role EC 1.14.99.66 (lysine-specific histone demethylase 1A) inhibitor (CHEBI:131509)
GSK2879552 (CHEBI:176334) is a benzenes (CHEBI:22712)
GSK2879552 (CHEBI:176334) is a benzoic acids (CHEBI:22723)
GSK2879552 (CHEBI:176334) is a cyclopropanes (CHEBI:51454)
GSK2879552 (CHEBI:176334) is a monocarboxylic acid (CHEBI:25384)
GSK2879552 (CHEBI:176334) is a piperidines (CHEBI:26151)
GSK2879552 (CHEBI:176334) is a secondary amino compound (CHEBI:50995)
GSK2879552 (CHEBI:176334) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
4-{[4-({[(1R,2S)-2-phenylcyclopropyl]amino}methyl)piperidin-1-yl]methyl}benzoic acid
Synonyms Sources
GSK 2879552 ChEBI
GSK-2879552 ChemIDplus
Manual Xrefs Databases
35308350 ChemSpider
WO2012135113 Patent
View more database links
Registry Number Type Source
1401966-69-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
13 August 2021