tasimelteon   Click here for help

GtoPdb Ligand ID: 7393

Synonyms: BMS-214778 | Hetlioz® | VEC-162
Approved drug
tasimelteon is an approved drug (FDA (2014), EMA (2015))
Compound class: Synthetic organic
Comment: Tasimelteon is a melatonin receptor agonist, activating both the MT1 and MT2 receptor subtypes equipotently. Ramelteon and agomelatine are also melatonin receptor agonist class drugs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 38.33
Molecular weight 245.14
XLogP 1.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(=O)NCC1CC1c1cccc2c1CCO2
Isomeric SMILES CCC(=O)NC[C@@H]1C[C@H]1c1cccc2c1CCO2
InChI InChI=1S/C15H19NO2/c1-2-15(17)16-9-10-8-13(10)11-4-3-5-14-12(11)6-7-18-14/h3-5,10,13H,2,6-9H2,1H3,(H,16,17)/t10-,13+/m0/s1
InChI Key PTOIAAWZLUQTIO-GXFFZTMASA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2014), EMA (2015))
IUPAC Name Click here for help
N-[[(1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropyl]methyl]propanamide
International Nonproprietary Names Click here for help
INN number INN
8985 tasimelteon
Synonyms Click here for help
BMS-214778 | Hetlioz® | VEC-162
Database Links Click here for help
Specialist databases
GPCRdb Ligand tasimelteon
Other databases
CAS Registry No. 609799-22-6
ChEMBL Ligand CHEMBL2103822
DrugCentral Ligand 4820
GtoPdb PubChem SID 178103965
PubChem CID 10220503
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UniChem Compound Search for chemical match using the InChIKey PTOIAAWZLUQTIO-GXFFZTMASA-N
UniChem Connectivity Search for chemical match using the InChIKey PTOIAAWZLUQTIO-GXFFZTMASA-N
Wikipedia Tasimelteon