teriflunomide   Click here for help

GtoPdb Ligand ID: 6844

Synonyms: A77 1726 | Aubagio® | flucyamide | HMR-1726
Approved drug PDB Ligand Immunopharmacology Ligand
teriflunomide is an approved drug (FDA (2012), EMA (2013))
Compound class: Synthetic organic
Comment: Teriflunomide inhibits dihydroorotate dehydrogenase (DHODH). It is the active metabolite of leflunomide.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 73.12
Molecular weight 270.06
XLogP 2.46
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES N#CC(=C(O)C)C(=O)Nc1ccc(cc1)C(F)(F)F
Isomeric SMILES N#C/C(=C(/O)\C)/C(=O)Nc1ccc(cc1)C(F)(F)F
InChI InChI=1S/C12H9F3N2O2/c1-7(18)10(6-16)11(19)17-9-4-2-8(3-5-9)12(13,14)15/h2-5,18H,1H3,(H,17,19)/b10-7-
InChI Key UTNUDOFZCWSZMS-YFHOEESVSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012), EMA (2013))
Prodrug leflunomide
IUPAC Name Click here for help
(Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
International Nonproprietary Names Click here for help
INN number INN
7761 teriflunomide
Synonyms Click here for help
A77 1726 | Aubagio® | flucyamide | HMR-1726
Database Links Click here for help
CAS Registry No. 108605-62-5
ChEMBL Ligand CHEMBL973
DrugBank Ligand DB08880
DrugCentral Ligand 4634
GtoPdb PubChem SID 178103450
PubChem CID 54684141
RCSB PDB Ligand A26
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SynPHARM 78875 (in complex with dihydroorotate dehydrogenase (quinone))
Wikipedia Teriflunomide

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Teriflunomide
Cat. No. 5069