CHEBI:167652 - AZD2858

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ChEBI Name AZD2858
ChEBI ID CHEBI:167652
Definition A member of the class of pyrazines that is pyrazine substituted by (pyridin-3-yl)aminocarbonyl, amino, and 4-(4-methylpiperazine-1-sulfonyl)phenyl groups at positions 2, 3 and 6, respectively. It is a potent inhibitor of GSK3α and GSK3β (IC50 values of 0.9 and 4.9 nM, respectively) and increases bone mass (via Wnt activation) in rats.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C21H23N7O3S
Net Charge 0
Average Mass 453.520
Monoisotopic Mass 453.15831
InChI InChI=1S/C21H23N7O3S/c1-27-9-11-28(12-10-27)32(30,31)17-6-4-15(5-7-17)18-14-24-20(22)19(26-18)21(29)25-16-3-2-8-23-13-16/h2-8,13-14H,9-12H2,1H3,(H2,22,24)(H,25,29)
InChIKey FHCSBLWRGCOVPT-UHFFFAOYSA-N
SMILES CN1CCN(CC1)S(=O)(=O)C1=CC=C(C=C1)C1=CN=C(N)C(=N1)C(=O)NC1=CC=CN=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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).
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
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ChEBI Ontology
Outgoing AZD2858 (CHEBI:167652) has role antineoplastic agent (CHEBI:35610)
AZD2858 (CHEBI:167652) has role bone density conservation agent (CHEBI:50646)
AZD2858 (CHEBI:167652) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
AZD2858 (CHEBI:167652) has role Wnt signalling activator (CHEBI:131492)
AZD2858 (CHEBI:167652) is a N-methylpiperazine (CHEBI:46920)
AZD2858 (CHEBI:167652) is a aromatic amine (CHEBI:33860)
AZD2858 (CHEBI:167652) is a pyrazines (CHEBI:38314)
AZD2858 (CHEBI:167652) is a pyridines (CHEBI:26421)
AZD2858 (CHEBI:167652) is a secondary carboxamide (CHEBI:140325)
AZD2858 (CHEBI:167652) is a sulfonamide (CHEBI:35358)
IUPAC Name
3-amino-6-{4-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-N-(pyridin-3-yl)pyrazine-2-carboxamide
Synonyms Sources
3-amino-6-[4-[(4-methyl-1-piperazinyl)sulfonyl]phenyl]-N-3-pyridinyl-2-pyrazinecarboxamide ChEBI
AZD 2858 ChEBI
AZD-2858 ChEBI
Manual Xrefs Databases
8314492 ChemSpider
GR9 PDBeChem
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Registry Number Type Source
486424-20-8 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
22142634 PubMed citation Europe PMC
22489897 PubMed citation SUBMITTER
23337038 PubMed citation Europe PMC
23872097 PubMed citation Europe PMC
27789709 PubMed citation Europe PMC
28881139 PubMed citation Europe PMC
PMC4200977 PubMed Central citation Europe PMC
PMC6795005 PubMed Central citation Europe PMC
Last Modified
18 March 2021