pentobarbitone   Click here for help

GtoPdb Ligand ID: 5480

Synonyms: (±)-pentobarbital | (RS)-pentobarbital | Nembutal® | NSC 28708 | pentobarbital sodium | pentobarbituric acid
Approved drug
pentobarbitone is an approved drug (FDA (1973, prior history not available))
Compound class: Synthetic organic
Comment: Pentobarbital is a racemic mixture of two enantiomers; (R)-pentobarbital and (S)-pentobarbital.
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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 4
Topological polar surface area 75.27
Molecular weight 226.13
XLogP 2.08
No. Lipinski's rules broken 0
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Canonical SMILES CCCC(C1(CC)C(=O)NC(=O)NC1=O)C
InChI InChI=1S/C11H18N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)
No information available.
Summary of Clinical Use Click here for help
Used in the short-term treatment of insomnia.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Binds at a distinct binding site associated with the Cl- ionophore at the GABAA receptor, which increases the length of time for which the ionophore is open, and in turn prolonging the post-synaptic inhibitory effect of GABA in the thalamus.
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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