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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).
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).
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.
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