Tofacitinib citrateProduct ingredient for Tofacitinib
- Name
- Tofacitinib citrate
- Drug Entry
- Tofacitinib
Tofacitinib is an inhibitor of Janus kinases, a group of intracellular enzymes involved in signalling pathways that affect hematopoiesis and immune cell function. It is approved by the FDA for treatment of moderate to severe rheumatoid arthritis that responds inadequately to methotrexate or in those who are intolerant to methotrexate. Besides rheumatoid arthritis, tofacitinib has also been studied in clinical trials for the prevention of organ transplant rejection, and is currently under investigation for the treatment of psoriasis. Known adverse effects include nausea and headache as well as more serious immunologic and hematological adverse effects. Tofacitinib is marketed under the brand name Xeljanz by Pfizer.
- Accession Number
- DBSALT000180
- Structure
- Synonyms
- Tasocitinib monocitrate / Tofacitinib monocitrate
- UNII
- O1FF4DIV0D
- CAS Number
- 540737-29-9
- Weight
- Average: 504.4931
Monoisotopic: 504.196861902 - Chemical Formula
- C22H28N6O8
- InChI Key
- SYIKUFDOYJFGBQ-YLAFAASESA-N
- InChI
- InChI=1S/C16H20N6O.C6H8O7/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;7-3(8)1-6(13,5(11)12)2-4(9)10/h4,7,10-11,13H,3,5,8-9H2,1-2H3,(H,18,19,20);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t11-,13+;/m1./s1
- IUPAC Name
- 2-hydroxypropane-1,2,3-tricarboxylic acid; 3-[(3R,4R)-4-methyl-3-[methyl({7H-pyrrolo[2,3-d]pyrimidin-4-yl})amino]piperidin-1-yl]-3-oxopropanenitrile
- SMILES
- OC(=O)CC(O)(CC(O)=O)C(O)=O.C[C@@H]1CCN(C[C@@H]1N(C)C1=NC=NC2=C1C=CN2)C(=O)CC#N
- External Links
- KEGG Drug
- D09783
- PubChem Compound
- 10174505
- ChemSpider
- 8350010
- ChEBI
- 71197
- ChEMBL
- CHEMBL2103743
- Wikipedia
- Tofacitinib
- Predicted Properties
Property Value Source Water Solubility 0.299 mg/mL ALOGPS logP 1.58 ALOGPS logP 1.24 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 9.15 Chemaxon pKa (Strongest Basic) 6.44 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 88.91 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 87.8 m3·mol-1 Chemaxon Polarizability 32.38 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon