eletriptan   Click here for help

GtoPdb Ligand ID: 40

Synonyms: Relpax® | UK 116044
Approved drug
eletriptan is an approved drug (FDA (2002))
Compound class: Synthetic organic
Comment: Approved as eletriptan hydrobromide.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 61.55
Molecular weight 382.17
XLogP 3.91
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCCC1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1
Isomeric SMILES CN1CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)CCS(=O)(=O)c1ccccc1
InChI InChI=1S/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-/m1/s1
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Summary of Clinical Use Click here for help
Used in the treatment of migraine.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Eletriptan has high affinity for several subtypes of the serotonin 5-HT1 (specifically 5-HT1B, 1D and 1F). Eletriptan works by causing either drug-induced vasoconstriction of intracranial blood vessels and/or inhibition of pro-inflammatory neuropeptide release from sensory nerve endings in the trigeminal system.