etomidate   Click here for help

GtoPdb Ligand ID: 5463

Synonyms: Amidate® | D-etomidate | R 16659
Approved drug PDB Ligand
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
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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
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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
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Summary of Clinical Use Click here for help
Etomidate is used with other drugs to induce general anesthesia for short surgeries.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
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.