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
- External Links
- ChemSpider
- 53920
- ChEBI
- 64359
- ChEMBL
- CHEMBL1201150
- Wikipedia
- Sumatriptan
- Predicted Properties
Property Value Source Water Solubility 0.127 mg/mL ALOGPS logP 1.17 ALOGPS logP 0.74 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 11.24 Chemaxon pKa (Strongest Basic) 9.54 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 65.2 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 82.08 m3·mol-1 Chemaxon Polarizability 32.31 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon