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)
1. Lehmann JM, McKee DD, Watson MA, Willson TM, Moore JT, Kliewer SA. (1998)
The human orphan nuclear receptor PXR is activated by compounds that regulate CYP3A4 gene expression and cause drug interactions.
J Clin Invest, 102 (5): 1016-23. [PMID:9727070]