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CHEBI:47458 - saracatinib

ChEBI IDCHEBI:47458
ChEBI Namesaracatinib
Stars
DefinitionA member of the class of quinazolines that is quinazoline substituted by (5-chloro-2H-1,3-benzodioxol-4-yl)amino, (oxan-4-yl)oxy and 2-(4-methylpiperazin-1-yl)ethoxy groups at positions 4, 5 and 7, respectively. It is a dual inhibitor of the tyrosine kinases c-Src and Abl (IC50 = 2.7 and 30 nM, respectively). Saracatinib was originally developed by AstraZeneca for the treatment of cancer but in 2019 it was granted orphan drug designation by the US Food and Drug Administration for the treatment of idiopathic pulmonary fibrosis (IPF), a type of lung disease that results in scarring (fibrosis) of the lungs.
Last Modified3 February 2025
DownloadsMolfile
FormulaC27H32ClN5O5
Net Charge0
Average Mass542.036
Monoisotopic Mass541.20920
SMILESCN1CCN(CCOc2cc(OC3CCOCC3)c3c(Nc4c(Cl)ccc5c4OCO5)ncnc3c2)CC1
InChIInChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31)
InChIKeyOUKYUETWWIPKQR-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor  An EC 2.7.10.* (protein-tyrosine kinase) inhibitor that specifically blocks the action of non-specific protein-tyrosine kinase (EC 2.7.10.2).
anticoronaviral agent  Any antiviral agent which inhibits the activity of coronaviruses.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
autophagy inducer  Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
radiosensitizing agent  A drug that makes increases the sensitivity of tumour cells to radiation therapy.
antifibrotic agent  Any agent which acts to reduce fibrosis.
ChEBI Ontology
Outgoing Relation(s)
saracatinib (CHEBI:47458) has role anticoronaviral agent (CHEBI:149553)
saracatinib (CHEBI:47458) has role antifibrotic agent (CHEBI:233423)
saracatinib (CHEBI:47458) has role antineoplastic agent (CHEBI:35610)
saracatinib (CHEBI:47458) has role apoptosis inducer (CHEBI:68495)
saracatinib (CHEBI:47458) has role autophagy inducer (CHEBI:138880)
saracatinib (CHEBI:47458) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
saracatinib (CHEBI:47458) has role radiosensitizing agent (CHEBI:132992)
saracatinib (CHEBI:47458) is a N-methylpiperazine (CHEBI:46920)
saracatinib (CHEBI:47458) is a aromatic ether (CHEBI:35618)
saracatinib (CHEBI:47458) is a benzodioxoles (CHEBI:38298)
saracatinib (CHEBI:47458) is a diether (CHEBI:46786)
saracatinib (CHEBI:47458) is a organochlorine compound (CHEBI:36683)
saracatinib (CHEBI:47458) is a oxanes (CHEBI:46942)
saracatinib (CHEBI:47458) is a quinazolines (CHEBI:38530)
saracatinib (CHEBI:47458) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine
INNs  Source
saracatinibWHO MedNet
saracatinibumWHO MedNet
saracatinibWHO MedNet
saracatinibWHO MedNet
Synonyms  Source
N-(5-chloro-2H-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-[(oxan-4-yl)oxy]quinazolin-4-amineIUPAC
AZD 0530ChemIDplus
AZD0530ChemIDplus
AZD-0530LINCS
AZ-10353926LINCS
N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methyl-1-piperazinyl)ethoxy]-5-[(tetrahydro-2H-pyran-4-yl)oxy]-4-quinazolinamineChEBI
Manual XrefsDatabases
H8HPDBeChem
LSM-1032LINCS
DB11805DrugBank
D09664KEGG DRUG
SaracatinibWikipedia
8477917ChemSpider
Registry NumbersSources
CAS:379231-04-6ChemIDplus
Citations