fedratinib   Click here for help

GtoPdb Ligand ID: 5716

Synonyms: Inrebic® | SAR302503 | TG-101348 | TG101348
Approved drug PDB Ligand
fedratinib is an approved drug (FDA (2019), EMA (2021))
Compound class: Synthetic organic
Comment: Fedratinib (TG‑101348) was initially reported as an orally active JAK2-FLT3 kinase inhibitor, with biological activity via JAK2 inhibition [6]. More recently, this compound has been discovered to function, in addition, as a BRD4 (bromodomain) inhibitor [2,4]. It is suggested that TG‑101348 be termed a dual kinase-bromodomain inhibitor. Fedratinib is been identified and officially approved as an alternative to the JAK1/2 inhibitor ruxolitinib for the treatment of primary and secondary myelofibrosis [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 116.86
Molecular weight 524.26
XLogP 4.26
No. Lipinski's rules broken 1
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Canonical SMILES Cc1cnc(nc1Nc1cccc(c1)S(=O)(=O)NC(C)(C)C)Nc1ccc(cc1)OCCN1CCCC1
Isomeric SMILES Cc1cnc(nc1Nc1cccc(c1)S(=O)(=O)NC(C)(C)C)Nc1ccc(cc1)OCCN1CCCC1
InChI InChI=1S/C27H36N6O3S/c1-20-19-28-26(30-21-10-12-23(13-11-21)36-17-16-33-14-5-6-15-33)31-25(20)29-22-8-7-9-24(18-22)37(34,35)32-27(2,3)4/h7-13,18-19,32H,5-6,14-17H2,1-4H3,(H2,28,29,30,31)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2019), EMA (2021))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9707 fedratinib
Synonyms Click here for help
Inrebic® | SAR302503 | TG-101348 | TG101348
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9680406
Reactome Reaction Reactome logo R-HSA-9680408
Other databases
CAS Registry No. 936091-26-8
ChEMBL Ligand CHEMBL1287853
DrugCentral Ligand 5347
GtoPdb PubChem SID 178102342
PubChem CID 16722836
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UniChem Compound Search for chemical match using the InChIKey JOOXLOJCABQBSG-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey JOOXLOJCABQBSG-UHFFFAOYSA-N
Wikipedia TG101348