zolmitriptan   Click here for help

GtoPdb Ligand ID: 60

Synonyms: 311C90 | Zomig®
Approved drug
zolmitriptan is an approved drug (FDA (1997))
Compound class: Synthetic organic
Comment: Zolmitriptan is triptan type serotonin receptor agonist that is used as an anti-migraine drug. It is selective for the 1B and 1D 5-HT receptor subtypes. Zolmitriptan is the only triptan known to be converted to an active N-desmethyl metabolite which has higher affinity for the 5-HT1D and 5-HT1B receptors than the parent molecule
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: zolmitriptan

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 57.36
Molecular weight 287.16
XLogP 1.59
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CN(CCc1c[nH]c2c1cc(CC1COC(=O)N1)cc2)C
Isomeric SMILES CN(CCc1c[nH]c2c1cc(C[C@H]1COC(=O)N1)cc2)C
InChI InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
5-HT1D receptor Primary target of this compound Hs Agonist Full agonist 8.9 pKi - 1
pKi 8.9 [1]
5-HT1B receptor Primary target of this compound Hs Agonist Partial agonist 7.7 pKi - 1
pKi 7.7 [1]
5-ht1e receptor Hs Agonist Full agonist 7.7 pKi - 1
pKi 7.7 [1]
5-HT1F receptor Hs Agonist Full agonist 7.4 – 7.5 pKi - 1-2
pKi 7.4 – 7.5 [1-2]
5-HT1A receptor Hs Agonist Full agonist 6.6 pKi - 1
pKi 6.6 [1]