samidorphan   Click here for help

GtoPdb Ligand ID: 10651

Synonyms: ALKS-33 | ALKS33 | compound 5 [PMID:15808478]
Compound class: Synthetic organic
Comment: Samidorphan (ALKS-33) is a novel μ-opioid receptor antagonist that is being developed by Alkermes [1]. Structurally it is a naltrexone analogue. The intention is for samidorphan to be used in combination with the atypical antipsychotic olanzapine (in a formulation known as ALKS-3831, or the abbreviation OLZ/SAM) as a therapy for schizophrenia and bipolar disorder. Addition of samidorphan is proposed to mitigate olanzapine-induced weight gain.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 103.86
Molecular weight 370.19
XLogP 0.79
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CC[C@@]2([C@@]3(C1)CCN([C@@H]2Cc1c3c(O)c(cc1)C(=O)N)CC1CC1)O
Isomeric SMILES O=C1CC[C@@]2([C@@]3(C1)CCN([C@@H]2Cc1c3c(O)c(cc1)C(=O)N)CC1CC1)O
InChI InChI=1S/C21H26N2O4/c22-19(26)15-4-3-13-9-16-21(27)6-5-14(24)10-20(21,17(13)18(15)25)7-8-23(16)11-12-1-2-12/h3-4,12,16,25,27H,1-2,5-11H2,(H2,22,26)/t16-,20-,21-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9515 samidorphan
Synonyms Click here for help
ALKS-33 | ALKS33 | compound 5 [PMID:15808478]
Database Links Click here for help
CAS Registry No. 852626-89-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL426084
GtoPdb PubChem SID 404859098
PubChem CID 11667832
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