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CHEBI:76612 - ibrutinib

ChEBI IDCHEBI:76612
ChEBI Nameibrutinib
Stars
DefinitionA member of the class of acrylamides that is (3R)-3-[4-amino-3-(4-phenoxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]piperidine in which the piperidine nitrogen is replaced by an acryloyl group. A selective and covalent inhibitor of the enzyme Bruton's tyrosine kinase, it is used for treatment of B-cell malignancies.
Last Modified7 March 2018
SubmitterSteve
DownloadsMolfile
FormulaC25H24N6O2
Net Charge0
Average Mass440.507
Monoisotopic Mass440.19607
SMILESC=CC(=O)N1CCC[C@@H](n2nc(-c3ccc(Oc4ccccc4)cc3)c3c(N)ncnc32)C1
InChIInChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)/t18-/m1/s1
InChIKeyXYFPWWZEPKGCCK-GOSISDBHSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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).
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
ibrutinib (CHEBI:76612) has role antineoplastic agent (CHEBI:35610)
ibrutinib (CHEBI:76612) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
ibrutinib (CHEBI:76612) is a N-acylpiperidine (CHEBI:48591)
ibrutinib (CHEBI:76612) is a acrylamides (CHEBI:22216)
ibrutinib (CHEBI:76612) is a aromatic amine (CHEBI:33860)
ibrutinib (CHEBI:76612) is a aromatic ether (CHEBI:35618)
ibrutinib (CHEBI:76612) is a pyrazolopyrimidine (CHEBI:38669)
ibrutinib (CHEBI:76612) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name 
1-{(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one
INNs  Source
ibrutinibWHO MedNet
ibrutinibumWHO MedNet
ibrutinibWHO MedNet
ibrutinibWHO MedNet
Synonyms  Source
PCI-32765ChemIDplus
PCI32765ChemIDplus
PCI 32765ChemIDplus
Brand Name  Source
IMBRUVICAKEGG DRUG
UniProt Name  Source
ibrutinibUniProt
Manual XrefsDatabases
D10223KEGG DRUG
US2013079327Patent
US20130178483Patent
US2012053189Patent
US2008076921Patent
US2013178483Patent
IbrutinibWikipedia
4810DrugCentral
Registry NumbersSources
Reaxys:13102252Reaxys
CAS:936563-96-1KEGG DRUG
CAS:936563-96-1ChemIDplus
Citations