tetrabenazine   

GtoPdb Ligand ID: 4834

Abbreviated name: TBZ
Synonyms: Nitoman® | Revocon® | Ro-19569
tetrabenazine is an approved drug (FDA (2008))
Compound class: Synthetic organic
Comment: Tetrabenazine is an inhibitor of the vesicular monoamine transporter type 2 (VMAT2; SLC18A2). Tetrabenazine was the first dopamine-depleting drug approved in the US for the treatment of Huntington's disease. The potential for using dopamine-depleters to manage hyperkinetic movement disorders is reviewed in [2]. Since the approval of tetrabenazine, the deuterated analogue deutetrabenazine has been a granted marketing authorisation by the FDA (April 2107), and valbenazine is in clinical trial for tardive dyskinesia and Tourette syndrome
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 38.77
Molecular weight 317.2
XLogP 2.65
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES COc1cc2c(cc1OC)CCN1C2CC(=O)C(C1)CC(C)C
Isomeric SMILES COc1cc2c(cc1OC)CCN1C2CC(=O)C(C1)CC(C)C
InChI InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3
InChI Key MKJIEFSOBYUXJB-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2008))
IUPAC Name
9,10-dimethoxy-3-(2-methylpropyl)-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-one
International Nonproprietary Names
INN number INN
1056 tetrabenazine
Synonyms
Nitoman® | Revocon® | Ro-19569
Database Links
CAS Registry No. 58-46-8 (source: Scifinder)
ChEMBL Ligand CHEMBL117785
DrugBank Ligand DB04844
GtoPdb PubChem SID 178101536
PubChem CID 6018
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Wikipedia Tetrabenazine