tetrabenazine   Click here for help

GtoPdb Ligand ID: 4834

Abbreviated name: TBZ
Synonyms: Nitoman® | Revocon® | Ro-19569
Approved drug
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
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2D Structure
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Physico-chemical Properties
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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
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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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2008))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
1056 tetrabenazine
Synonyms Click here for help
Nitoman® | Revocon® | Ro-19569
Database Links Click here for help
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