CHEBI:95341 - baricitinib

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ChEBI Name baricitinib
ChEBI ID CHEBI:95341
Definition A pyrrolopyrimidine that is 7H-pyrrolo[2,3-d]pyrimidine substituted by a 1-[3-(cyanomethyl)-1-(ethanesulfonyl)azetidin-3-yl]-1H-pyrazol-4-yl group at position 5. It is an FDA approved selective Janus Kinase 1 and 2 (JAK1 and JAK2) inhibitor used for the treatment of rheumatoid arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H17N7O2S
Net Charge 0
Average Mass 371.420
Monoisotopic Mass 371.11644
InChI InChI=1S/C16H17N7O2S/c1-2-26(24,25)22-9-16(10-22,4-5-17)23-8-12(7-21-23)14-13-3-6-18-15(13)20-11-19-14/h3,6-8,11H,2,4,9-10H2,1H3,(H,18,19,20)
InChIKey XUZMWHLSFXCVMG-UHFFFAOYSA-N
SMILES CCS(=O)(=O)N1CC(CC#N)(C1)N1C=C(C=N1)C1=C2C=CNC2=NC=N1
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).
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antiviral agent
A substance that destroys or inhibits replication of viruses.
Application(s): antirheumatic drug
A drug used to treat rheumatoid arthritis.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing baricitinib (CHEBI:95341) has role anti-inflammatory agent (CHEBI:67079)
baricitinib (CHEBI:95341) has role antirheumatic drug (CHEBI:35842)
baricitinib (CHEBI:95341) has role antiviral agent (CHEBI:22587)
baricitinib (CHEBI:95341) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
baricitinib (CHEBI:95341) has role immunosuppressive agent (CHEBI:35705)
baricitinib (CHEBI:95341) is a azetidines (CHEBI:38777)
baricitinib (CHEBI:95341) is a nitrile (CHEBI:18379)
baricitinib (CHEBI:95341) is a pyrazoles (CHEBI:26410)
baricitinib (CHEBI:95341) is a pyrrolopyrimidine (CHEBI:38670)
baricitinib (CHEBI:95341) is a sulfonamide (CHEBI:35358)
IUPAC Name
{1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile
INNs Sources
baricitinib WHO MedNet
baricitinib WHO MedNet
baricitinib WHO MedNet
baricitinibum WHO MedNet
Synonyms Sources
1-(ethylsulfonyl)-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-3-azetidineacetonitrile ChEBI
2-(3-(4-(3H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(ethylsulfonyl)azetidin-3-yl)acetonitrile ChEBI
INCB 028050 ChemIDplus
INCB-028050 DrugBank
INCB028050 ChemIDplus
LY 3009104 ChemIDplus
LY-3009104 DrugBank
LY3009104 ChemIDplus
Brand Name Source
Olumiant ChemIDplus
Manual Xrefs Databases
26373084 ChemSpider
3JW PDBeChem
Baricitinib Wikipedia
D10308 KEGG DRUG
DB11817 DrugBank
HMDB0248873 HMDB
LSM-6709 LINCS
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Registry Number Type Source
1187594-09-7 CAS Registry Number ChemIDplus
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Last Modified
03 December 2021