CHEBI:76612 - ibrutinib

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ChEBI Name ibrutinib
ChEBI ID CHEBI:76612
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H24N6O2
Net Charge 0
Average Mass 440.49710
Monoisotopic Mass 440.196
InChI InChI=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
InChIKey XYFPWWZEPKGCCK-GOSISDBHSA-N
SMILES Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C=C
Roles Classification
Biological Role(s): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 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)
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 Sources
ibrutinib WHO MedNet
ibrutinib WHO MedNet
ibrutinib WHO MedNet
ibrutinibum WHO MedNet
Synonyms Sources
ibrutinib UniProt
PCI 32765 ChemIDplus
PCI-32765 ChemIDplus
PCI32765 ChemIDplus
Brand Name Source
IMBRUVICA KEGG DRUG
Database Links Databases
4810 DrugCentral
D10223 KEGG DRUG
Ibrutinib Wikipedia
US2008076921 Patent
US2012053189 Patent
US20130178483 Patent
US2013079327 Patent
US2013178483 Patent
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Registry Numbers Types Sources
13102252 Reaxys Registry Number Reaxys
936563-96-1 CAS Registry Number KEGG DRUG
936563-96-1 CAS Registry Number ChemIDplus
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Last Modified
22 February 2017