CHEBI ONTOLOGY - ANNOTATIONS
The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/ . The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/ ). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term: ibrutinib
Accession: CHEBI:76612
browse the term
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.
Synonyms: exact_synonym: 1-{(3R)-3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl}prop-2-en-1-one
related_synonym: Formula=C25H24N6O2; IMBRUVICA; 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; PCI-32765; PCI32765; SMILES=Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C=C; ibrutinibum
alt_id: MESH:C551803
xref: CAS:936563-96-1; Drug_Central:4810; KEGG:D10223
xref_mesh: MESH:C551803
xref: PMID:22180443; PMID:22975686; PMID:23045577; PMID:23296407; PMID:23360303; PMID:23425038; PMID:23619564; PMID:23656200; PMID:23672610; PMID:23717217; PMID:23782158; PMID:23886836; PMID:23915749; PMID:23940282; PMID:23958373; PMID:23962569; PMID:24083545; PMID:24111579; PMID:24156429; PMID:24270740; PMID:24307721; PMID:24311722; Patent:US2008076921; Patent:US2012053189; Patent:US20130178483; Patent:US2013079327; Patent:US2013178483; Reaxys:13102252; Wikipedia:Ibrutinib
Symbol
Object Name
Qualifiers
Evidence
Notes
Source
PubMed Reference(s)
RGD Reference(s)
Position
G
Alb
albumin
affects binding
ISO
ibrutinib binds to ALB protein
CTD
PMID:26675335
NCBI chr14:17,891,564...17,907,043
Ensembl chr14:17,607,381...17,622,836
G
Bcl2l1
Bcl2-like 1
decreases expression
ISO
ibrutinib results in decreased expression of BCL2L1 mRNA
CTD
PMID:26254443
NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:141,253,523...141,303,479 Ensembl chr 1:141,253,523...141,303,479
G
Bcl2l11
Bcl2-like 11
multiple interactions
ISO
ibrutinib promotes the reaction [(+)-JQ1 compound results in increased expression of BCL2L11 protein]
CTD
PMID:26254443
NCBI chr 3:135,820,042...135,857,330
Ensembl chr 3:115,366,646...115,404,068
G
Birc3
baculoviral IAP repeat-containing 3
decreases expression
ISO
ibrutinib results in decreased expression of BIRC3 mRNA
CTD
PMID:26254443
NCBI chr 8:13,285,702...13,313,329
Ensembl chr 8:5,000,845...5,015,802
G
Bmi1
BMI1 proto-oncogene, polycomb ring finger
decreases expression
ISO
ibrutinib results in decreased expression of BMI1 mRNA
CTD
PMID:26254443
NCBI chr17:86,240,683...86,250,044
Ensembl chr17:81,332,214...81,388,690
G
Btk
Bruton tyrosine kinase
decreases response to substance affects binding multiple interactions decreases phosphorylation decreases activity
ISO
BTK gene mutant form results in decreased susceptibility to ibrutinib; BTK protein mutant form results in decreased susceptibility to ibrutinib ibrutinib binds to BTK protein (+)-JQ1 compound promotes the reaction [ibrutinib results in decreased phosphorylation of and results in decreased expression of BTK protein]; ibrutinib promotes the reaction [(+)-JQ1 compound results in decreased phosphorylation of and results in decreased expression of BTK protein]; ibrutinib results in decreased phosphorylation of and results in decreased expression of BTK protein ibrutinib results in decreased phosphorylation of BTK protein ibrutinib results in decreased activity of BTK protein
CTD
PMID:23296407 PMID:23425038 PMID:25189416 PMID:26174628 PMID:26254443 PMID:26675335 More...
NCBI chr X:102,016,070...102,055,448
Ensembl chr X:97,722,802...97,761,853
G
Cflar
CASP8 and FADD-like apoptosis regulator
decreases expression
ISO
ibrutinib results in decreased expression of CFLAR mRNA
CTD
PMID:26254443
NCBI chr 9:67,679,502...67,747,226
Ensembl chr 9:60,185,452...60,237,034
G
Crebbp
CREB binding protein
decreases response to substance
ISO
CREBBP protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443
NCBI chr10:11,842,307...11,968,266
Ensembl chr10:11,335,953...11,461,888
G
Cyp3a2
cytochrome P450, family 3, subfamily a, polypeptide 2
multiple interactions increases metabolic processing affects metabolic processing
ISO
[CYP3A4 protein results in increased metabolism of ibrutinib] which results in increased abundance of PCI-45227 CYP3A4 protein alternative form affects the metabolism of ibrutinib
CTD
PMID:34153224
NCBI chr12:14,321,771...14,343,886
Ensembl chr12:9,015,383...9,285,008
G
Gpt
glutamic--pyruvic transaminase
increases secretion
ISO
ibrutinib results in increased secretion of GPT protein
CTD
PMID:29655783
NCBI chr 7:110,295,599...110,300,134
Ensembl chr 7:108,416,642...108,419,494
G
Hbb
hemoglobin subunit beta
affects binding
ISO
ibrutinib binds to HBB protein
CTD
PMID:26675335
NCBI chr 1:167,662,310...167,663,721
Ensembl chr 1:158,120,200...158,252,012
G
Ikbkb
inhibitor of nuclear factor kappa B kinase subunit beta
multiple interactions decreases activity
ISO
(+)-JQ1 compound promotes the reaction [ibrutinib results in decreased activity of IKBKB protein]; ibrutinib promotes the reaction [(+)-JQ1 compound results in decreased activity of IKBKB protein]
CTD
PMID:25049379
NCBI chr16:76,021,968...76,075,717
Ensembl chr16:69,319,554...69,373,250
G
Il10
interleukin 10
multiple interactions decreases expression
ISO
ibrutinib promotes the reaction [CPI203 results in decreased expression of IL10 mRNA] ibrutinib results in decreased expression of IL10 mRNA
CTD
PMID:25049379 PMID:26254443
NCBI chr13:45,024,921...45,029,586
Ensembl chr13:42,472,839...42,477,313
G
Il6
interleukin 6
multiple interactions
ISO
ibrutinib promotes the reaction [CPI203 results in decreased expression of IL6 mRNA]
CTD
PMID:25049379
NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,213,394...5,219,178
G
Map3k14
mitogen-activated protein kinase kinase kinase 14
decreases response to substance
ISO
MAP3K14 protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443
NCBI chr10:88,665,417...88,715,669
Ensembl chr10:88,165,351...88,215,523
G
Nfkbia
NFKB inhibitor alpha
decreases expression
ISO
ibrutinib results in decreased expression of NFKBIA mRNA
CTD
PMID:26254443
NCBI chr 6:78,593,844...78,597,307
Ensembl chr 6:72,858,712...72,861,941
G
Pim1
Pim-1 proto-oncogene, serine/threonine kinase
decreases response to substance
ISO
PIM1 protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443
NCBI chr20:7,556,496...7,560,747
Ensembl chr20:7,554,921...7,559,174
G
Plcg2
phospholipase C, gamma 2
multiple interactions decreases phosphorylation decreases response to substance
ISO
(+)-JQ1 compound promotes the reaction [ibrutinib results in decreased phosphorylation of PLCG2 protein]; ibrutinib promotes the reaction [(+)-JQ1 compound results in decreased phosphorylation of PLCG2 protein] PLCG2 protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443 PMID:27542411
NCBI chr19:62,456,196...62,592,684
Ensembl chr19:45,547,416...45,683,930
G
Prdm1
PR/SET domain 1
decreases expression
ISO
ibrutinib results in decreased expression of PRDM1 mRNA
CTD
PMID:26254443
NCBI chr20:49,542,465...49,564,088
Ensembl chr20:47,959,858...47,981,488
G
Rela
RELA proto-oncogene, NF-kB subunit
affects localization
ISO
ibrutinib affects the localization of RELA protein
CTD
PMID:26254443
NCBI chr 1:212,354,336...212,364,815
Ensembl chr 1:202,924,945...202,935,484
G
Tnf
tumor necrosis factor
decreases expression
ISO
ibrutinib results in decreased expression of TNF mRNA
CTD
PMID:26254443
NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629
G
Tnfaip3
TNF alpha induced protein 3
decreases expression
ISO
ibrutinib results in decreased expression of TNFAIP3 mRNA
CTD
PMID:26254443
NCBI chr 1:15,528,921...15,543,993
Ensembl chr 1:13,709,206...13,725,282
G
Traf2
Tnf receptor-associated factor 2
decreases response to substance
ISO
TRAF2 protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443
NCBI chr 3:28,740,098...28,764,752
Ensembl chr 3:8,341,951...8,366,538
G
Traf3
Tnf receptor-associated factor 3
decreases response to substance
ISO
TRAF3 protein mutant form results in decreased susceptibility to ibrutinib
CTD
PMID:26254443
NCBI chr 6:136,025,097...136,128,363
Ensembl chr 6:130,206,484...130,305,481
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