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CHEBI:167707 - acalabrutinib

ChEBI IDCHEBI:167707
ChEBI Nameacalabrutinib
Stars
DefinitionA member of the class of imidazopyrazines that is imidazo[1,5-a]pyrazine substituted by 4-(pyridin-2-ylcarbamoyl)phenyl, (2S)-1-(but-2-ynoyl)pyrrolidin-2-yl, and amino groups at positions 1, 3 and 8, respectively. It is an irreversible second-generation Bruton's tyrosine kinase (BTK) inhibitor that is approved by the FDA for the treatment of adult patients with mantle cell lymphoma (MCL) who have received at least one prior therapy.
Last Modified22 March 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC26H23N7O2
Net Charge0
Average Mass465.517
Monoisotopic Mass465.19132
SMILES[H][C@@]1(c2nc(-c3ccc(C(=O)Nc4ccccn4)cc3)c3c(N)nccn23)CCCN1C(=O)C#CC
InChIInChI=1S/C26H23N7O2/c1-2-6-21(34)32-15-5-7-19(32)25-31-22(23-24(27)29-14-16-33(23)25)17-9-11-18(12-10-17)26(35)30-20-8-3-4-13-28-20/h3-4,8-14,16,19H,5,7,15H2,1H3,(H2,27,29)(H,28,30,35)/t19-/m0/s1
InChIKeyWDENQIQQYWYTPO-IBGZPJMESA-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).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
acalabrutinib (CHEBI:167707) has role antineoplastic agent (CHEBI:35610)
acalabrutinib (CHEBI:167707) has role apoptosis inducer (CHEBI:68495)
acalabrutinib (CHEBI:167707) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
acalabrutinib (CHEBI:167707) is a aromatic amine (CHEBI:33860)
acalabrutinib (CHEBI:167707) is a benzamides (CHEBI:22702)
acalabrutinib (CHEBI:167707) is a imidazopyrazine (CHEBI:37847)
acalabrutinib (CHEBI:167707) is a pyridines (CHEBI:26421)
acalabrutinib (CHEBI:167707) is a pyrrolidinecarboxamide (CHEBI:46770)
acalabrutinib (CHEBI:167707) is a secondary carboxamide (CHEBI:140325)
acalabrutinib (CHEBI:167707) is a tertiary carboxamide (CHEBI:140326)
acalabrutinib (CHEBI:167707) is a ynone (CHEBI:51723)
IUPAC Name 
4-{8-amino-3-[(2S)-1-(but-2-ynoyl)pyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl}-N-(pyridin-2-yl)benzamide
INNs  Source
acalabrutinibumWHO MedNet
acalabrutinibWHO MedNet
acalabrutinibWHO MedNet
acalabrutinibWHO MedNet
Synonyms  Source
ACP-196ChemIDplus
4-[8-amino-3-[(2S)-1-but-2-ynoylpyrrolidin-2-yl]imidazo[1,5-a]pyrazin-1-yl]-N-(2-pyridyl)benzamideChEBI
(S)-4-(8-amino-3-(1-(but-2-ynoyl)pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamideChEBI
Brand Name  Source
CalquenceChemIDplus
Manual XrefsDatabases
DB11703DrugBank
D10893KEGG DRUG
AcalabrutinibWikipedia
36764951ChemSpider
5260DrugCentral
Registry NumbersSources
CAS:1420477-60-6ChemIDplus
Citations