Sumatriptan succinateProduct ingredient for Sumatriptan

Name
Sumatriptan succinate
Drug Entry
Sumatriptan

Sumatriptan is a serotonin receptor agonist commonly used to treat migraines and sometimes cluster headaches.5,6,7,8,9,10 Sumatriptan is the first of the triptans and was made available in Europe in 1991 to treat migraines.4 Sumatriptan was granted FDA approval on 28 December 1992.8

Accession Number
DBSALT001003
Structure
Synonyms
Sumatriptan succinate
External IDs
GR 43175C
UNII
J8BDZ68989
CAS Number
103628-48-4
Weight
Average: 413.49
Monoisotopic: 413.162056775
Chemical Formula
C18H27N3O6S
InChI Key
PORMUFZNYQJOEI-UHFFFAOYSA-N
InChI
InChI=1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
IUPAC Name
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide; butanedioic acid
SMILES
OC(=O)CCC(O)=O.CNS(=O)(=O)CC1=CC=C2NC=C(CCN(C)C)C2=C1
ChemSpider
53920
ChEBI
64359
ChEMBL
CHEMBL1201150
Wikipedia
Sumatriptan
Predicted Properties
PropertyValueSource
Water Solubility0.127 mg/mLALOGPS
logP1.17ALOGPS
logP0.74Chemaxon
logS-3.4ALOGPS
pKa (Strongest Acidic)11.24Chemaxon
pKa (Strongest Basic)9.54Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area65.2 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity82.08 m3·mol-1Chemaxon
Polarizability32.31 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon