etomidate   

GtoPdb Ligand ID: 5463

Synonyms: Amidate® | D-etomidate | R 16659
etomidate is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Etomidate is a hypnotic agent. Note that we represent the exact chemical structure of the compound as submitted with its INN record.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 44.12
Molecular weight 244.12
XLogP 2.87
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCOC(=O)c1cncn1C(c1ccccc1)C
Isomeric SMILES CCOC(=O)c1cncn1[C@@H](c1ccccc1)C
InChI InChI=1S/C14H16N2O2/c1-3-18-14(17)13-9-15-10-16(13)11(2)12-7-5-4-6-8-12/h4-11H,3H2,1-2H3/t11-/m1/s1
InChI Key NPUKDXXFDDZOKR-LLVKDONJSA-N
No information available.
Summary of Clinical Use
Etomidate is used with other drugs to induce general anesthesia for short surgeries.
Mechanism Of Action and Pharmacodynamic Effects
Etomidate prolongs the thalamic post-synaptic inhibitory effect of GABA by binding to a distinct site associated with the Cl- ionophore at the GABAA receptor.
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.