almorexant   Click here for help

GtoPdb Ligand ID: 2886

Synonyms: ACT-078573
Compound class: Synthetic organic
Comment: Almorexant (ACT-078573) is an investigational, oral, dual orexin receptor antagonist (DORA) [1]. Development of ACT-078573 was ceased in 2011, apparently because of the compound's side-effect profile.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 10
Topological polar surface area 50.8
Molecular weight 512.23
XLogP 5.18
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CNC(=O)C(N1CCc2c(C1CCc1ccc(cc1)C(F)(F)F)cc(c(c2)OC)OC)c1ccccc1
Isomeric SMILES CNC(=O)[C@H](N1CCc2c([C@@H]1CCc1ccc(cc1)C(F)(F)F)cc(c(c2)OC)OC)c1ccccc1
InChI InChI=1S/C29H31F3N2O3/c1-33-28(35)27(20-7-5-4-6-8-20)34-16-15-21-17-25(36-2)26(37-3)18-23(21)24(34)14-11-19-9-12-22(13-10-19)29(30,31)32/h4-10,12-13,17-18,24,27H,11,14-16H2,1-3H3,(H,33,35)/t24-,27+/m0/s1
InChI Key DKMACHNQISHMDN-RPLLCQBOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2R)-2-[(1S)-6,7-dimethoxy-1-[2-[4-(trifluoromethyl)phenyl]ethyl]-3,4-dihydro-1H-isoquinolin-2-yl]-N-methyl-2-phenylacetamide
International Nonproprietary Names Click here for help
INN number INN
8913 almorexant
Synonyms Click here for help
ACT-078573
Database Links Click here for help
CAS Registry No. 871224-64-5 (source: Scifinder)
ChEMBL Ligand CHEMBL455136
GtoPdb PubChem SID 135649893
PubChem CID 23727689
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