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CHEBI:71200 - tofacitinib

Default Structure
ChEBI IDCHEBI:71200
ChEBI Nametofacitinib
Stars
DefinitionA pyrrolopyrimidine that is pyrrolo[2,3-d]pyrimidine substituted at position 4 by an N-methyl,N-(1-cyanoacetyl-4-methylpiperidin-3-yl)amino moiety. Used as its citrate salt to treat moderately to severely active rheumatoid arthritis.
Last Modified29 August 2019
SubmitterSteve
DownloadsMolfile
FormulaC16H20N6O
Net Charge0
Average Mass312.377
Monoisotopic Mass312.16986
SMILESC[C@@H]1CCN(C(=O)CC#N)C[C@@H]1N(C)c1ncnc2nccc12
InChIInChI=1S/C16H20N6O/c1-11-5-8-22(14(23)3-6-17)9-13(11)21(2)16-12-4-7-18-15(12)19-10-20-16/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20)/t11-,13+/m1/s1
InChIKeyUJLAWZDWDVHWOW-YPMHNXCESA-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:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
ChEBI Ontology
Outgoing Relation(s)
tofacitinib (CHEBI:71200) has role antirheumatic drug (CHEBI:35842)
tofacitinib (CHEBI:71200) has role EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor (CHEBI:76617)
tofacitinib (CHEBI:71200) is a N-acylpiperidine (CHEBI:48591)
tofacitinib (CHEBI:71200) is a nitrile (CHEBI:18379)
tofacitinib (CHEBI:71200) is a pyrrolopyrimidine (CHEBI:38670)
tofacitinib (CHEBI:71200) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
tofacitinib citrate (CHEBI:71197) has part tofacitinib (CHEBI:71200)
IUPAC Name 
3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrile
INNs  Source
tofacitinibWHO MedNet
tofacitinibWHO MedNet
tofacitinibWHO MedNet
tofacitinibumWHO MedNet
Synonyms  Source
CP 690550DrugCentral
CP-690550DrugCentral
TasocitinibKEGG DRUG
Manual XrefsDatabases
4713DrugCentral
D09970KEGG DRUG
LSM-1227LINCS
MI1PDBeChem
TofacitinibWikipedia
WO2007012953Patent
WO2007107318Patent
WO2010123919Patent
Registry NumbersSources
Reaxys:11647225Reaxys
CAS:477600-75-2ChemIDplus
CAS:477600-75-2KEGG DRUG
Citations