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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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
CAS Registry No. 609799-22-6
ChEMBL Ligand CHEMBL2103822
DrugCentral Ligand 4820
GtoPdb PubChem SID 178103965
PubChem CID 10220503
Search Google for chemical match using the InChIKey PTOIAAWZLUQTIO-GXFFZTMASA-N
Search Google for chemicals with the same backbone PTOIAAWZLUQTIO
Search PubMed clinical trials tasimelteon
Search PubMed titles tasimelteon
Search PubMed titles/abstracts tasimelteon
Search UniChem for chemical match using the InChIKey PTOIAAWZLUQTIO-GXFFZTMASA-N
Search UniChem for chemicals with the same backbone PTOIAAWZLUQTIO
Wikipedia Tasimelteon