AZD1080 (CHEBI:167651)

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ChEBI Name	AZD1080

ChEBI ID	CHEBI:167651

Definition	A 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).

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	R. Stephan

Supplier Information

Download	Molfile XML SDF

Formula

C19H18N4O2

Net Charge

Average Mass

334.379

Monoisotopic Mass

334.14298

InChI

InChI=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

InChIKey

BLTVBQXJFVRPFK-UHFFFAOYSA-N

SMILES

OC1=C(C2=C(N1)C=CC(=C2)C#N)C1=NC=C(CN2CCOCC2)C=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). 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.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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	Sources
2-hydroxy-3-[5-(4-morpholinylmethyl)-2-pyridinyl]-1H-indole-5-carbonitrile	ChEBI
AZ-11548415	ChemIDplus
AZD 1080	ChEBI
AZD-1080	ChemIDplus

Registry Number	Type	Source
612487-72-6	CAS Registry Number	ChemIDplus

Last Modified

19 March 2021