TETRABENAZINE

Search structure
Trade Names:
Synonyms:
Status: Approved (2008)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N07XX06
UNII: Z9O08YRN8O

Structure
InChI Key MKJIEFSOBYUXJB-UHFFFAOYSA-N
Smile COc1cc2c(cc1OC)C1CC(=O)C(CC(C)C)CN1CC2
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C19H27NO3
Molecular Weight 317.43
AlogP 3.24
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 4.0
Polar Surface Area 38.77
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 23.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Synaptic vesicular amine transporter inhibitor DailyMed
Primary Target
Vesicular monoamine transporter 2
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 85000 - - 7-55
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC18 family of vesicular amine transporters
- - - 8-54 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Huntington Disease 4 D006816 ClinicalTrials
Movement Disorders 3 D009069 ClinicalTrials
Tourette Syndrome 2 D005879 ClinicalTrials

Related Entries

Scaffolds

Side Effects from Label

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Nervous system disorders
19.3
General disorders and administration site conditions
19.14
Psychiatric disorders
17.15
Injury, poisoning and procedural complications
14.42
Gastrointestinal disorders
4.75
Musculoskeletal and connective tissue disorders
4.01
Respiratory, thoracic and mediastinal disorders
4.0
Investigations
2.03
Vascular disorders
2.01

Cross References

Resources Reference
CAS NUMBER 58-46-8
ChEBI 64028
ChEMBL CHEMBL117785
DrugBank DB04844
EPA CompTox DTXSID0042614
FDA SRS Z9O08YRN8O
Human Metabolome Database HMDB0015592
Guide to Pharmacology 4834
KEGG C11168
PharmGKB PA140222719
SureChEMBL SCHEMBL62026
ZINC ZINC03875393
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