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CHEBI:167657 - CHIR-98014

Default Structure
ChEBI IDCHEBI:167657
ChEBI NameCHIR-98014
Stars
DefinitionA member of the class of aminopyrimidines that is pyrimidine substituted by {2-[(6-amino-5-nitropyridin-2-yl)amino]ethyl}amino, 2,4-dichlorophenyl, and 1H-imidazol-1-yl groups at positions 2, 4 and 5, respectively. It is a potent ATP-competitive inhibitor of GSK3α and GSK3β (IC50 values of 0.65 and 0.58 nM, respectively).
Last Modified17 March 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC20H17Cl2N9O2
Net Charge0
Average Mass486.323
Monoisotopic Mass485.08823
SMILESNc1nc(NCCNc2ncc(-n3ccnc3)c(-c3ccc(Cl)cc3Cl)n2)ccc1[N+](=O)[O-]
InChIInChI=1S/C20H17Cl2N9O2/c21-12-1-2-13(14(22)9-12)18-16(30-8-7-24-11-30)10-27-20(29-18)26-6-5-25-17-4-3-15(31(32)33)19(23)28-17/h1-4,7-11H,5-6H2,(H3,23,25,28)(H,26,27,29)
InChIKeyMDZCSIDIPDZWKL-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.11.26 (tau-protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of tau-protein kinase inhibitor (EC 2.7.11.26).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Wnt signalling activator  A substance that activates any of the Wnt signalling pathway, a group of signal transduction pathways made of proteins that pass signals from outside of a cell through cell surface receptors to the inside of the cell.
tau aggregation inhibitor  A chemical that inhibits the aggregation of the tau protein (HGNC:MAPT) and its distinct morphological forms (e.g. paired helical fragments (PHFs), straight filaments (SFs), oligomers, or larger aggregates).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
CHIR-98014 (CHEBI:167657) has role antineoplastic agent (CHEBI:35610)
CHIR-98014 (CHEBI:167657) has role apoptosis inducer (CHEBI:68495)
CHIR-98014 (CHEBI:167657) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
CHIR-98014 (CHEBI:167657) has role hypoglycemic agent (CHEBI:35526)
CHIR-98014 (CHEBI:167657) has role tau aggregation inhibitor (CHEBI:142738)
CHIR-98014 (CHEBI:167657) has role Wnt signalling activator (CHEBI:131492)
CHIR-98014 (CHEBI:167657) is a C-nitro compound (CHEBI:35716)
CHIR-98014 (CHEBI:167657) is a aminopyrimidine (CHEBI:38338)
CHIR-98014 (CHEBI:167657) is a diaminopyridine (CHEBI:51598)
CHIR-98014 (CHEBI:167657) is a dichlorobenzene (CHEBI:23697)
CHIR-98014 (CHEBI:167657) is a imidazoles (CHEBI:24780)
CHIR-98014 (CHEBI:167657) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
N6-(2-{[4-(2,4-dichlorophenyl)-5-(1H-imidazol-1-yl)pyrimidin-2-yl]amino}ethyl)-3-nitropyridine-2,6-diamine
Synonyms  Source
6-N-[2-[[4-(2,4-dichlorophenyl)-5-imidazol-1-ylpyrimidin-2-yl]amino]ethyl]-3-nitropyridine-2,6-diamineChEBI
CHIR 98014ChEBI
CHIR98014ChEBI
N-6-[2-[[4-(2,4-dichlorophenyl)-5-(1H-imidazol-1-yl)-2-pyrimidinyl]amino]ethyl]-3-nitro-2,6-pyridinediamineChEBI
Manual XrefsDatabases
27445282ChemSpider
Registry NumbersSources
CAS:252935-94-7ChEBI
Citations