phenobarbital   Click here for help

GtoPdb Ligand ID: 2804

Synonyms: fenobarbital | Luminal® | phenobarb | phenobarbital sodium | phenobarbitone | phenylethylbarbiturate
Approved drug PDB Ligand
phenobarbital is an approved drug (FDA (no date available))
Compound class: Synthetic organic
Comment: Phenobarbital is also a component of the approved drug barbexaclone
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 75.27
Molecular weight 232.08
XLogP 1.32
No. Lipinski's rules broken 0
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Canonical SMILES CCC1(C(=O)NC(=O)NC1=O)c1ccccc1
Isomeric SMILES CCC1(C(=O)NC(=O)NC1=O)c1ccccc1
InChI InChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17)
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Summary of Clinical Use Click here for help
Used in the treatment of all types of seizure with the exception of absence seizures.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Increases synaptic inhibition by action of GABAA receptors. This has the effect of elevating seizure threshold and reduces the spread of seizure activity from a seizure focus.
Due to the complex and varied nature of the precise subunit composition of GABAA receptors, and a paucity of affinity data with definitive molecular details, we have not tagged a primary target for this drug.
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