viloxazine   Click here for help

GtoPdb Ligand ID: 11502

Synonyms: Emovit® | ICI-58,834 | ICI-58834 | Qelbree®
Approved drug
viloxazine is an approved drug (FDA (2021))
Compound class: Synthetic organic
Comment: Viloxazine was originally described as a selective norepinephrine reuptake inhibitor (NRI), principally based on its ability to potentiate noradrenergic effects. It also modulates 5-HT (serotonin) activity, via antagonistic activity at 5-HT2B and agonistic activity at 5-HT2C receptors, and it increases extracellular 5-HT levels in the prefrontal cortex (PFC) [3]. Viloxazine's chemical structure is different from conventional tri- or tetra-cyclic antidepressants. The INN stipulates a racemic mixture of enantiomers. We show the structure without specified stereochemistry to represent the mixture. The hydrocholride salt (SPN-812) was progressed by Supernus Pharmaceuticals for attention deficit hyperactivity disorder (ADHD) in children and adults.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 39.72
Molecular weight 237.14
XLogP 1.26
No. Lipinski's rules broken 0
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Canonical SMILES CCOc1ccccc1OCC1CNCCO1
Isomeric SMILES CCOc1ccccc1OCC1CNCCO1
InChI InChI=1S/C13H19NO3/c1-2-15-12-5-3-4-6-13(12)17-10-11-9-14-7-8-16-11/h3-6,11,14H,2,7-10H2,1H3
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2021))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
3489 viloxazine
Synonyms Click here for help
Emovit® | ICI-58,834 | ICI-58834 | Qelbree®
Database Links Click here for help
BindingDB Ligand 50025691
CAS Registry No. 46817-91-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL306700
DrugBank Ligand DB09185
GtoPdb PubChem SID 441604874
PubChem CID 5666
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