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.
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 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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key RYIDHLJADOKWFM-MAODMQOUSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1R,9R,10S)-17-(cyclopropylmethyl)-3,10-dihydroxy-13-oxo-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene-4-carboxamide
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
Search Google for chemical match using the InChIKey RYIDHLJADOKWFM-MAODMQOUSA-N
Search Google for chemicals with the same backbone RYIDHLJADOKWFM
Search PubMed clinical trials samidorphan
Search PubMed titles samidorphan
Search PubMed titles/abstracts samidorphan
Search UniChem for chemical match using the InChIKey RYIDHLJADOKWFM-MAODMQOUSA-N
Search UniChem for chemicals with the same backbone RYIDHLJADOKWFM