phenobarbital   

GtoPdb Ligand ID: 2804

Synonyms: fenobarbital | Luminal® | phenobarb | phenobarbital sodium | phenobarbitone | phenylethylbarbiturate
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
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
SMILES / InChI / InChIKey
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)
InChI Key DDBREPKUVSBGFI-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (no date available))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione
International Nonproprietary Names
INN number INN
414 phenobarbital
Synonyms
fenobarbital | Luminal® | phenobarb | phenobarbital sodium | phenobarbitone | phenylethylbarbiturate
Database Links
BindingDB Ligand 50021437
CAS Registry No. 50-06-6 (source: Scifinder)
ChEBI CHEBI:8069
ChEMBL Ligand CHEMBL40
DrugBank Ligand DB01174
DrugCentral Ligand 2134
GtoPdb PubChem SID 135650817
Immunopaedia Search phenobarbital
NURSA Ligand 10.1621/VWIWGXSYW6
PubChem CID 4763
RCSB PDB Ligand UQA
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Search UniChem for chemical match using the InChIKey DDBREPKUVSBGFI-UHFFFAOYSA-N
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Wikipedia Phenobarbital