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CHEBI:176334 - GSK2879552

ChEBI IDCHEBI:176334
ChEBI NameGSK2879552
Stars
DefinitionA 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.
Last Modified13 August 2021
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC23H28N2O2
Net Charge0
Average Mass364.489
Monoisotopic Mass364.21508
SMILESO=C(O)c1ccc(CN2CCC(CN[C@@H]3C[C@H]3c3ccccc3)CC2)cc1
InChIInChI=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
InChIKeyLRULVYSBRWUVGR-FCHUYYIVSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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  Source
GSK 2879552ChEBI
GSK-2879552ChemIDplus
Manual XrefsDatabases
WO2012135113Patent
35308350ChemSpider
Registry NumbersSources
CAS:1401966-69-5ChemIDplus
Citations