SUMATRIPTAN

Search structure
Synonyms:
Status: Approved (1992)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N02CC01
UNII: 8R78F6L9VO

Structure
InChI Key KQKPFRSPSRPDEB-UHFFFAOYSA-N
Smile 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

Action Mechanism of Action Reference
AGONIST Serotonin 1b (5-HT1b) receptor agonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 1.105
Enzyme Transferase
- - - - 15.35
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -10.73--7.31
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 2.951-2400 398.11 0.5-30 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 6700 - - 7

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Migraine with Aura 3 D020325 ClinicalTrials
Migraine without Aura 3 D020326 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Obesity 1 D009765 ClinicalTrials

Cross References

Resources Reference
ChEBI 10650
ChEMBL CHEMBL128
DrugBank DB00669
DrugCentral 2543
EPA CompTox DTXSID4023628
FDA SRS 8R78F6L9VO
Human Metabolome Database HMDB05037
Guide to Pharmacology 119
KEGG C07319
PharmGKB PA451566
PubChem 5358
SureChEMBL SCHEMBL1482
ZINC ZINC000000014360
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