firazorexton   Click here for help

GtoPdb Ligand ID: 12603

Synonyms: TAK-994 (firazorexton sesquihydrate)
Compound class: Synthetic organic
Comment: Firazorexton (TAK-994) is a selective OX2 orexin receptor agonist (700-fold selectivity) [2]. Note that TAK-994 refers to a sesquihydrate formulation of firazorexton.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 95.09
Molecular weight 470.51
XLogP 0.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC(C)(C(=O)N1CC[C@@H]([C@@H]1CC2=CC=CC(=C2F)C3=CC(=CC(=C3)F)F)NS(=O)(=O)C)O
Isomeric SMILES CC(C)(C(=O)N1CC[C@@H]([C@@H]1CC2=C(C(=CC=C2)C3=CC(=CC(=C3)F)F)F)NS(=O)(=O)C)O
InChI InChI=1S/C22H25F3N2O4S/c1-22(2,29)21(28)27-8-7-18(26-32(3,30)31)19(27)11-13-5-4-6-17(20(13)25)14-9-15(23)12-16(24)10-14/h4-6,9-10,12,18-19,26,29H,7-8,11H2,1-3H3/t18-,19-/m0/s1
InChI Key VOSAWOSMGPKQEQ-OALUTQOASA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[(2S,3S)-2-[[3-(3,5-difluorophenyl)-2-fluorophenyl]methyl]-1-(2-hydroxy-2-methylpropanoyl)pyrrolidin-3-yl]methanesulfonamide
International Nonproprietary Names Click here for help
INN number INN
11406 firazorexton
Synonyms Click here for help
TAK-994 (firazorexton sesquihydrate)
Database Links Click here for help
Specialist databases
GPCRdb Ligand firazorexton
Other databases
CAS Registry No. 2274802-95-6 (source: WHO INN record)
GtoPdb PubChem SID 479821393
PubChem CID 137460733
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UniChem Compound Search for chemical match using the InChIKey VOSAWOSMGPKQEQ-OALUTQOASA-N
UniChem Connectivity Search for chemical match using the InChIKey VOSAWOSMGPKQEQ-OALUTQOASA-N