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CHEBI:167651 - AZD1080

Default Structure
ChEBI IDCHEBI:167651
ChEBI NameAZD1080
Stars
DefinitionA member of the class of hydroxyindoles that is 1H-indole substituted by hydroxy, 5-(morpholin-4-ylmethyl)pyridin-2-yl, and cyano groups at positions 2, 3 and 5, respectively. It is a potent, brain permeable inhibitor of human GSK3α and GSK3β with Ki of 6.9 nM and 31 nM, respectively. The drug was being developed by AstraZeneca for the treatment of Alzheimer's disease (clinical trial now discontinued).
Last Modified19 March 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC19H18N4O2
Net Charge0
Average Mass334.379
Monoisotopic Mass334.14298
SMILESN#Cc1ccc2nc(O)c(-c3ccc(CN4CCOCC4)cn3)c2c1
InChIInChI=1S/C19H18N4O2/c20-10-13-1-3-16-15(9-13)18(19(24)22-16)17-4-2-14(11-21-17)12-23-5-7-25-8-6-23/h1-4,9,11,22,24H,5-8,12H2
InChIKeyBLTVBQXJFVRPFK-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.
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).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
AZD1080 (CHEBI:167651) has role antineoplastic agent (CHEBI:35610)
AZD1080 (CHEBI:167651) has role apoptosis inducer (CHEBI:68495)
AZD1080 (CHEBI:167651) has role EC 2.7.11.26 (tau-protein kinase) inhibitor (CHEBI:91092)
AZD1080 (CHEBI:167651) has role tau aggregation inhibitor (CHEBI:142738)
AZD1080 (CHEBI:167651) is a hydroxyindoles (CHEBI:84729)
AZD1080 (CHEBI:167651) is a morpholines (CHEBI:38785)
AZD1080 (CHEBI:167651) is a nitrile (CHEBI:18379)
AZD1080 (CHEBI:167651) is a pyridines (CHEBI:26421)
AZD1080 (CHEBI:167651) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
2-hydroxy-3-[5-(morpholin-4-ylmethyl)pyridin-2-yl]-1H-indole-5-carbonitrile
Synonyms  Source
2-hydroxy-3-[5-(4-morpholinylmethyl)-2-pyridinyl]-1H-indole-5-carbonitrileChEBI
AZ-11548415ChemIDplus
AZD 1080ChEBI
AZD-1080ChemIDplus
Manual XrefsDatabases
24808514ChemSpider
Registry NumbersSources
CAS:612487-72-6ChemIDplus
Citations