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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1278
CHEMBL1278
Compound Name NARATRIPTAN
ChEMBL Synonyms GR 85548A | NARATRIPTAN HYDROCHLORIDE | NARATRIPTAN | AMERGE | Amerge | NARAMIG
Max Phase 4 (Approved)
Trade Names Amerge | NARAMIG | NARATRIPTAN | AMERGE
Molecular Formula C17H25N3O2S

Additional synonyms for CHEMBL1278 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1
Standard InChI InChI=1S/C17H25N3O2S/c1-18-23(21,22)10-7-13-3-4-17-15(11-13) ...
Download InChI
Standard InChI Key AMKVXSZCKVJAGH-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1278

Molecule Features

CHEMBL1278 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N 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
HeadacheD006261HP:0002315Headache3ClinicalTrials
ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder4ClinicalTrials
ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov NARATRIPTAN
The Cochrane Collaboration NARATRIPTAN

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 CHEMBL1278. 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
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) 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
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.999
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.870
CHEMBL228 Serotonin transporter Homo sapiens 0.826
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.554
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 0.254



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1805 Serotonin 1f (5-HT1f) receptor Homo sapiens 1.000
CHEMBL1898 Serotonin 1b (5-HT1b) receptor Homo sapiens 1.000
CHEMBL1983 Serotonin 1d (5-HT1d) 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
CHEMBL313 Serotonin transporter Rattus norvegicus 1.000
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 1.000
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.999
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 0.963
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.947
CHEMBL228 Serotonin transporter Homo sapiens 0.891
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.752
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.405
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.208

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
335.5 335.1667 2.07 5 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
11.52 9.3 1.15 -.85 2 23 0.88

Structural Alerts

There are 1 structural alerts for CHEMBL1278. To view alerts please click here.

Compound Cross References

ATC N - NERVOUS SYSTEM
N02 - ANALGESICS
N02C - ANTIMIGRAINE PREPARATIONS
N02CC - Selective serotonin (5HT1) agonists
N02CC02 - naratriptan

ChemSpider ChemSpider:AMKVXSZCKVJAGH-UHFFFAOYSA-N
DailyMed naratriptan hydrochloride
Wikipedia Naratriptan

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1278



ACToR 121679-13-8
BindingDB 50073682
ChEBI 7478
DrugBank DB00952
DrugCentral 1884
eMolecules 36516764
EPA CompTox Dashboard DTXSID7023354
FDA SRS QX3KXL1ZA2
Guide to Pharmacology 45
Human Metabolome Database HMDB0015087
IBM Patent System FAE2CE198C484A121DE0221051D6907F
KEGG Ligand C07792
MolPort MolPort-005-932-823
Nikkaji J550.688C
NMRShiftDB 10021715
PharmGKB PA450597
PubChem 4440
PubChem: Thomson Pharma 14802133
SureChEMBL SCHEMBL68753
ZINC ZINC000000004076

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