ruxolitinib   Click here for help

GtoPdb Ligand ID: 5688

Synonyms: (R)-ruxolitinib | INC424 | INCB 18424 | INCB018424 | Jakafi® | Jakavi®
Approved drug PDB Ligand Immunopharmacology Ligand
ruxolitinib is an approved drug (FDA (2011), EMA (2012))
Compound class: Synthetic organic
Comment: Ruxolitinib is a Type-1 kinase inhibitor and was first approved by the US FDA in 2011. Ruxolitinib has high potency against Janus kinases 1 and 2 (JAK1, JAK2), as well as against the related family member, tyrosine kinase 2 (TYK2) [3]. Inhibitory activity against JAK3 is only slightly reduced compared to the other three family kinases.
Marketed formulations may contain ruxolitinib phosphate (PubChem CID 25127112).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 83.18
Molecular weight 306.16
XLogP 2.7
No. Lipinski's rules broken 0
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Canonical SMILES N#CCC(n1ncc(c1)c1ncnc2c1cc[nH]2)C1CCCC1
Isomeric SMILES N#CC[C@@H](n1ncc(c1)c1ncnc2c1cc[nH]2)C1CCCC1
InChI InChI=1S/C17H18N6/c18-7-5-15(12-3-1-2-4-12)23-10-13(9-22-23)16-14-6-8-19-17(14)21-11-20-16/h6,8-12,15H,1-5H2,(H,19,20,21)/t15-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2011), EMA (2012))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9287 ruxolitinib
Synonyms Click here for help
(R)-ruxolitinib | INC424 | INCB 18424 | INCB018424 | Jakafi® | Jakavi®
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9678786
Reactome Reaction Reactome logo R-HSA-9679028, R-HSA-9678561, R-HSA-9678737, R-HSA-9678935
Other databases
CAS Registry No. 941685-37-6
ChEMBL Ligand CHEMBL1789941
DrugCentral Ligand 4190
GtoPdb PubChem SID 178102315
PubChem CID 25126798
Search Google for chemical match using the InChIKey HFNKQEVNSGCOJV-OAHLLOKOSA-N
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UniChem Compound Search for chemical match using the InChIKey HFNKQEVNSGCOJV-OAHLLOKOSA-N
UniChem Connectivity Search for chemical match using the InChIKey HFNKQEVNSGCOJV-OAHLLOKOSA-N
Wikipedia Ruxolitinib

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Ruxolitinib (links to external site)
Cat. No. 7064