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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL128
CHEMBL128
Compound Name SUMATRIPTAN
ChEMBL Synonyms IMITREX STATDOSE | MIGRALEVE ULTRA | SUMATRIPTAN SUCCINATE | IMIGRAN | GR 43175C | IMIGRAN SUBJECT | ZECUITY | ZEMBRACE SYMTOUCH | IMIGRAN RADIS | IMITREX | ONZETRA XSAIL | SUMAVEL DOSEPRO | MIGRAITAN | ALSUMA | IMIGRAN 50 | SUMATRIPTAN | IMIGRAN RECOVERY
Max Phase 4 (Approved)
Trade Names IMIGRAN RECOVERY | SUMATRIPTAN | ALSUMA | IMIGRAN 50 | MIGRAITAN | ONZETRA XSAIL | SUMAVEL DOSEPRO | IMITREX | IMIGRAN RADIS | IMIGRAN SUBJECT | ZECUITY | ZEMBRACE SYMTOUCH | IMIGRAN | IMITREX STATDOSE | MIGRALEVE ULTRA | SUMATRIPTAN SUCCINATE
Molecular Formula C14H21N3O2S

Additional synonyms for CHEMBL128 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNS(=O)(=O)Cc1ccc2[nH]cc(CCN(C)C)c2c1
Standard InChI InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12( ...
Download InChI
Standard InChI Key KQKPFRSPSRPDEB-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Curated Drug Metabolism Pathways
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL128

Molecule Features

CHEMBL128 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Serotonin 1b (5-HT1b) receptor agonist Serotonin 1b (5-HT1b) receptor FDA
Serotonin 1d (5-HT1d) receptor agonist Serotonin 1d (5-HT1d) receptor FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Migraine DisordersD008881EFO:0003821migraine disorder4ATC
ClinicalTrials
ClinicalTrials
Migraine without AuraD020326EFO:0005296migraine without aura3ClinicalTrials
ClinicalTrials
Migraine with AuraD020325EFO:0005295migraine with aura3ClinicalTrials
ClinicalTrials

Clinical Data

ClinicalTrials.gov SUMATRIPTAN
The Cochrane Collaboration SUMATRIPTAN

Metabolites for CHEMBL128

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Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL128. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.999
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 0.990
CHEMBL2801 CaM kinase II delta Homo sapiens 0.800
CHEMBL2854 Cholecystokinin B receptor Mus musculus 0.764
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.467
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.433
CHEMBL3959 Quinone reductase 2 Homo sapiens 0.256
CHEMBL2996 Protein kinase C delta Homo sapiens 0.249



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL2439 Myeloperoxidase Homo sapiens 1.000
CHEMBL2182 Serotonin 1e (5-HT1e) receptor Homo sapiens 1.000
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 1.000
CHEMBL6152 Alpha-synuclein Homo sapiens 1.000
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 1.000
CHEMBL228 Serotonin transporter Homo sapiens 1.000
CHEMBL4358 Arachidonate 15-lipoxygenase Oryctolagus cuniculus 1.000
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL4077 Melanocortin receptor 1 Mus musculus 0.998
CHEMBL2854 Cholecystokinin B receptor Mus musculus 0.993
CHEMBL289 Cytochrome P450 2D6 Homo sapiens 0.926
CHEMBL2801 CaM kinase II delta Homo sapiens 0.871
CHEMBL1833 Serotonin 2b (5-HT2b) receptor Homo sapiens 0.789
CHEMBL3501 Cholecystokinin A receptor Cavia porcellus 0.702
CHEMBL2996 Protein kinase C delta Homo sapiens 0.650

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
295.4 295.1354 1.32 6 65.2 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 2 0 5 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
11.31 9.49 .44 -1.45 2 20 0.84

Structural Alerts

There are 1 structural alerts for CHEMBL128. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02C - ANTIMIGRAINE PREPARATIONS
N02CC - Selective serotonin (5HT1) agonists
N02CC01 - sumatriptan

ChemSpider ChemSpider:KQKPFRSPSRPDEB-UHFFFAOYSA-N
DailyMed sumatriptan sumatriptan succinate
PubChem SID: 144205081 SID: 170465377 SID: 49679316
Wikipedia Sumatriptan

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL128



ACToR 103628-46-2
BindingDB 50005835
Brenda 139478
ChEBI 10650
DrugBank DB00669
DrugCentral 2543
eMolecules 902519
EPA CompTox Dashboard DTXSID4023628
FDA SRS 8R78F6L9VO
Guide to Pharmacology 54
Human Metabolome Database HMDB0005037
IBM Patent System 89081B4A592BBCE687A3DD35057DFE91
KEGG Ligand C07319
LINCS LSM-5618
Mcule MCULE-3991948648
MolPort MolPort-002-885-863
Nikkaji J128.634J
PharmGKB PA451566
PubChem 5358
PubChem: Thomson Pharma 14825017
SureChEMBL SCHEMBL1482
ZINC ZINC000000014360

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/KQKPFRSPSRPDEB-UHFFFAOYSA-N spacer
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