SUMATRIPTAN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC N02CC01
UNII 8R78F6L9VO
EPA CompTox DTXSID4023628

Structure

InChI Key KQKPFRSPSRPDEB-UHFFFAOYSA-N
Smiles CNS(=O)(=O)Cc1ccc2[nH]cc(CCN(C)C)c2c1
InChI
InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H21N3O2S
Molecular Weight 295.41
AlogP 1.32
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 65.2
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 20.0

Pharmacology

Mechanism of Action Action Reference
Serotonin 1b (5-HT1b) receptor agonist AGONIST FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor
- 9.3 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
4.3-220 0.5012-640 398.11 1.2-440 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- - - - 7
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Bos taurus
- 100 - - -
Canis lupus familiaris
400 48.6 - - -
Gorilla gorilla
- - - 2-6.4 -
Homo sapiens
14-280 5-16 - 1.2-440 7-54
Macaca mulatta
- - - 234 -
Oryctolagus cuniculus
173.5-630.96 - - - -
Sus scrofa
- 501.19 - - -

Target Conservation

Protein: Serotonin 1d (5-HT1d) receptor
Description: 5-hydroxytryptamine receptor 1D
Organism : Homo sapiens
P28221 ENSG00000179546
Protein: Serotonin 1b (5-HT1b) receptor
Description: 5-hydroxytryptamine receptor 1B
Organism : Homo sapiens
P28222 ENSG00000135312

Cross References

Resources Reference
ChEBI 10650
ChEMBL CHEMBL128
DrugBank DB00669
DrugCentral 2543
FDA SRS 8R78F6L9VO
Human Metabolome Database HMDB0005037
Guide to Pharmacology 54
KEGG C07319
PharmGKB PA451566
SureChEMBL SCHEMBL1482
ZINC ZINC000000014360
CONTENTS