Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1278

NARATRIPTAN
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1278
Name NARATRIPTAN
Phase Approved
Structure Type MOL
InChI Key AMKVXSZCKVJAGH-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Naratriptan
3
Targets
6
Activities
2
Assay Types
9
PK Parameters
20
Publications
1
Known Names
2
Indications

Molecular Properties

335.5
MW (Da)
2.07
ALogP
3
HBA
2
HBD
65.2
PSA (Ų)
0.88
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1998
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Stem -triptan
USAN Year 1993

Extended Properties

Molecular Formula C17H25N3O2S
MW 335.47
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.93

Indications

Migraine Disorders Headache

ATC Classification

N02CC02
naratriptan
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

Ki 5 meas. best 8.82
EC50 1 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 8.82 8.65 1.5 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 8.82 8.73 1.5 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 EC50 8.8 8.8 1.6 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.35 7.35 45.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 6.6 mL.min-1.kg-1 Homo sapiens
CL 3.5 mL.min-1.kg-1 Homo sapiens
CL 6.6 mL.min-1.kg-1 Homo sapiens
CL 6.6 mL.min-1.kg-1 Homo sapiens
F 67.5 % Homo sapiens
Fu 0.7 - Homo sapiens
Fu 0.7 - Homo sapiens
MRT 6.1 hr Homo sapiens
T1/2 6.6 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1B Ki = 1.5 nM 8.82 Binding affinity to 5-HT1B receptor (unknown origin) assessed as inhibition cons... 38516587
5-hydroxytryptamine receptor 1D Ki = 1.5 nM 8.82 Binding affinity to 5-HT1DR (unknown origin) assessed as inhibition constant 38516587
5-hydroxytryptamine receptor 1D EC50 = 1.6 nM 8.8 Ability to inhibit forskolin-stimulated adenylate cyclase in a cell line express... 9986723
5-hydroxytryptamine receptor 1D Ki = 2.3 nM 8.64 In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1D recep... 9986723
5-hydroxytryptamine receptor 1B Ki = 3.3 nM 8.48 In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1B recep... 9986723
5-hydroxytryptamine receptor 1A Ki = 45.0 nM 7.35 In vitro receptor binding affinity for cloned human 5-hydroxytryptamine 1A recep... 9986723

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20070106 10.1021/jm901371v Homo sapiens 8
18426954 10.1124/dmd.108.020479 ADMET 4
9986723 10.1021/jm9805945 5-hydroxytryptamine receptor 1D 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19445515 10.1021/jm900403j Homo sapiens 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2
38516587 10.1039/d3md00677h 5-hydroxytryptamine receptor 1D 1
38516587 10.1039/d3md00677h 5-hydroxytryptamine receptor 1B 1
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 1
- 10.1101/2020.04.21.054387 SARS-CoV-2 1
- 10.6019/CHEMBL3301361 No relevant target 1
18426954 10.1124/dmd.108.020479 NON-PROTEIN TARGET 1
21055935 10.1016/j.bmcl.2010.10.068 No relevant target 1
20070106 10.1021/jm901371v Plasma 1
17870541 10.1016/j.bmc.2007.08.060 Homo sapiens 1
9986723 10.1021/jm9805945 5-hydroxytryptamine receptor 1B 1
9986723 10.1021/jm9805945 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine