CAS 477600-75-2|tofacitinib|3-[(3R,4R)-4-methyl-3-[methyl({7H-pyrrolo[2,3-d]pyrimidin-4-yl})amino]piperidin-1-yl]-3-oxopropanenitrile|3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)am...

General Information

Structure

Molecular Formula

C₁₆H₂₀N₆O

Molecular Mass

312.3696

Exact Mass

312.16985929

Charge

InChI

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

InChIKey

UJLAWZDWDVHWOW-YPMHNXCESA-N

Canonic Smiles

N#CCC(=O)N1CC[C@H]([C@H](C1)N(c1ncnc2c1cc[nH]2)C)C

Isomeric Smiles

[C@@H]1(CN(CC[C@H]1C)C(=O)CC#N)N(C)c1c2cc[nH]c2ncn1

Calculated Properties

JChem

Acid pKa

8.458578

H Acceptors

H Donor

LogD (pH = 5.5)

-0.2506696

LogD (pH = 7.4)

1.0147567

Log P

1.0524687

Molar Refractivity

87.8

Polarizability

32.969494

Polar Surface Area

88.91

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

1.58

LOG S

-3.02

Solubility (Water)

2.99e-01 g/l

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

tofacitinib

IUPAC name

3-[(3R,4R)-4-methyl-3-[methyl({7H-pyrrolo[2,3-d]pyrimidin-4-yl})amino]piperidin-1-yl]-3-oxopropanenitrile

Synonyms

3-{(3R,4R)-4-methyl-3-[methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]piperidin-1-yl}-3-oxopropanenitrileTofacitinib (CP-690550, Tasocitinib)Tasocitinib CP-690550CP 6905501-(Cyanoacetyl)-4-methyl-N-methyl-N-1H-pyrrolo[2,3-d]pyrimidin-4-yl-3-piperidinamineTofacitinib(3R,4R)-4-Methyl-3-(methyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-β-oxo-1-piperidinepropanenitrile

Names and Identifiers

Registration numbers

PubChem SID

99444654160969237

PubChem CID

9926791

CAS Number

477600-75-2

Registration numbers

Properties

Safety Information

MSDS Link