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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20N6O
Molecular Weight 312.3696
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOFACITINIB

SMILES

C[C@@H]1CCN(C[C@@H]1N(C)C2=NC=NC3=C2C=CN3)C(=O)CC#N

InChI

InChIKey=UJLAWZDWDVHWOW-YPMHNXCESA-N
InChI=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

HIDE SMILES / InChI
Molecular Formula C16H20N6O
Molecular Weight 312.3696
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:25:31 UTC 2023
Edited
by admin
on Fri Dec 15 18:25:31 UTC 2023
Record UNII
87LA6FU830
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOFACITINIB
INN   MI   USAN   VANDF   WHO-DD  
USAN   INN  
Official Name English
CP-690550
Code English
1-PIPERIDINEPROPANENITRILE, 4-METHYL-3-(METHYL-7H-PYRROLO(2,3-D)PYRIMIDIN-4-YLAMINO)-.BETA.-OXO-, (3R,4R)-
Systematic Name English
CP-690 FREE BASE
Common Name English
CP690,550
Code English
CP690550
Code English
TOFACITINIB [MI]
Common Name English
3-PIPERIDINAMINE, 1-(CYANOACETYL)-4-METHYL-N-METHYL-N-1H-PYRROLO(2,3-D)PYRIMIDIN-4-YL-, (3R,4R)-
Systematic Name English
tofacitinib [INN]
Common Name English
CP-690550 FREE BASE
Code English
CP-690,550 FREE BASE
Code English
3-((3R,4R)-4-METHYL-3-(METHYL(7H-PYRROLO(2,3-D)PYRIMIDIN-4-YL)AMINO)PIPERIDIN-1-YL)-3-OXOPROPANENITRILE
Systematic Name English
(+)-TOFACITINIB
Common Name English
TASOCITINIB
Common Name English
CP-690,550
Code English
TOFACITINIB [VANDF]
Common Name English
Tofacitinib [WHO-DD]
Common Name English
TOFACITINIB [USAN]
Common Name English
CP-690-550
Code English
Classification Tree Code System Code
LIVERTOX NBK547848
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
WHO-ATC L04AA29
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
NCI_THESAURUS C1967
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
NDF-RT N0000190858
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
WHO-VATC QL04AA29
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
Code System Code Type Description
IUPHAR
5677
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
USAN
WW-11
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
MESH
C479163
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
DAILYMED
87LA6FU830
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
INN
9298
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
FDA UNII
87LA6FU830
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
WIKIPEDIA
Tofacitinib
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
PUBCHEM
9926791
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
SMS_ID
100000126106
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
LACTMED
Tofacitinib
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
CAS
477600-75-2
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
EPA CompTox
DTXSID90197271
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
MERCK INDEX
m10931
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY Merck Index
NDF-RT
N0000190857
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY Janus Kinase Inhibitors [MoA]
HSDB
8311
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
RXCUI
1357536
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY RxNorm
NCI_THESAURUS
C95800
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
ChEMBL
CHEMBL221959
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
CHEBI
71200
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
EVMPD
SUB33104
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
DRUG CENTRAL
4713
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
DRUG BANK
DB08895
Created by admin on Fri Dec 15 18:25:31 UTC 2023 , Edited by admin on Fri Dec 15 18:25:31 UTC 2023
PRIMARY
Related Record Type Details
TYROSINE-PROTEIN KINASE JAK3
TARGET -> INHIBITOR
IC50
CYTOCHROME P450 2C19
METABOLIC ENZYME -> NON-INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
MAJOR
CYTOCHROME P450 2D6
METABOLIC ENZYME -> NON-INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TRANSPORTER -> SUBSTRATE
Structure of 4-[[(3R,4R)-1-(2-Cyanoacetyl)-4-methyl-3-piperidinyl]methylamino]-7H-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid hydrazide
DERIVATIVE -> PARENT
THIAMINE TRANSPORTER 2
TRANSPORTER -> NON-INHIBITOR
IC50
TYROSINE-PROTEIN KINASE JAK2
TARGET -> INHIBITOR
IC50
TYROSINE-PROTEIN KINASE JAK3
TARGET -> INHIBITOR
IC50
TYROSINE-PROTEIN KINASE JAK1
TARGET -> INHIBITOR
IC50
Structure of TOFACITINIB
EXCRETED UNCHANGED
URINE
CYTOCHROME P450 3A4
METABOLIC ENZYME -> NON-INHIBITOR
NO INHIBITION AT 160 TIMES CMAX
CYTOCHROME P450 2C19
METABOLIC ENZYME -> SUBSTRATE
MINOR
Structure of TOFACITINIB CITRATE
SALT/SOLVATE -> PARENT
TYROSINE-PROTEIN KINASE JAK1
TARGET -> INHIBITOR
IC50
Related Record Type Details
Structure of 3-(4-METHYL-3-(METHYL(6-OXO-6,7-DIHYDRO-5H-PYRROLO(2,3-D)PYRIMIDIN-4-YL)AMINO)PIPERIDIN-1-YL)-3-OXOPROPANENITRILE, (3R,4R)-
METABOLITE -> PARENT
Structure of CP-690550A
METABOLITE -> PARENT
FECAL; PLASMA; URINE
Structure of 2-(4-METHYL-3-(METHYL(7H-PYRROLO(2,3-D)PYRIMIDIN-4-YL)AMINO)PIPERIDIN-1-YL)-2-OXOACETIC ACID, (3R,4R)-
METABOLITE -> PARENT
PLASMA; URINE
Structure of DESMETHYLTOFACITINIB
METABOLITE -> PARENT
PLASMA; URINE
Related Record Type Details
Structure of TOFACITINIB
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
NIH
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