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

CHEMBL1185

ZOLMITRIPTAN
💊 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
CN(C)CCc1c[nH]c2ccc(C[C@H]3COC(=O)N3)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1185
Name ZOLMITRIPTAN
Phase Approved
Structure Type MOL
InChI Key ULSDMUVEXKOYBU-ZDUSSCGKSA-N
Therapeutic ✓ Yes

Known Names

311-C-90 311C90 Cvt-427 NSC-760383 Zolmitriptan Zomig Zomig-zmt
7
Targets
18
Activities
4
Assay Types
21
PK Parameters
20
Publications
7
Known Names
1
Indications
2
Mechanisms

Molecular Properties

287.4
MW (Da)
1.92
ALogP
3
HBA
2
HBD
57.4
PSA (Ų)
0.88
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1997
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral Topical

Flags

Natural Product
USAN Stem -triptan
USAN Year 1997

Extended Properties

Molecular Formula C16H21N3O2
MW 287.36
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness 0.14

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serotonin 1b (5-HT1b) receptor agonist AGONIST 5-hydroxytryptamine receptor 1B ✓ ✓
Serotonin 1d (5-HT1d) receptor agonist AGONIST 5-hydroxytryptamine receptor 1D ✓ ✓

Indications

Migraine Disorders

ATC Classification

N02CC03
zolmitriptan
Level 1: NERVOUS SYSTEM
Level 2: ANALGESICS

Activity Summary

Ki 8 meas. best 9.4
Kd 6 meas. best 10.4
EC50 2 meas. best 7.8
IC50 2 meas. best 8.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL339
 Kd 10.4 10.4 0.0 1
D(1A) dopamine receptor
CHEMBL265
 Kd 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 9.4 8.89 0.4 2
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 9.4 8.99 0.4 4
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Kd 8.82 8.82 1.5 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Kd 8.82 8.82 1.5 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Kd 8.74 8.74 1.8 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 IC50 8.55 8.55 2.8 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 IC50 8.21 8.21 6.2 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 8.15 8.15 7.0 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 EC50 7.8 7.8 15.7 1
ADMET
CHEMBL612558
 EC50 7.4 7.4 40.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.11 7.01 78.6 2

Pharmacokinetic Data

Parameter Value Units Species
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 4.5 mL.min-1.kg-1 Homo sapiens
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 6.7 mL.min-1.kg-1 Homo sapiens
CL 31.5 mL.min-1.kg-1 Homo sapiens
Excretion 8.0 % Homo sapiens
F 40.0 % Homo sapiens
F 40.0 % Homo sapiens
F 40.0 % Homo sapiens
Fu 0.75 - Homo sapiens
Fu 0.75 - Homo sapiens
Fu 0.942 - Rattus norvegicus
Fu 1.0 - Rattus norvegicus
MRT 4.6 hr Homo sapiens
PPB 25.0 % Homo sapiens
T1/2 3.6 hr Homo sapiens
Tmax 2.0 hr Homo sapiens
Tmax 4.0 hr Homo sapiens
Tmax 3.0 hr Homo sapiens
Tmax 1.5 hr Homo sapiens
Vd 7.0 L.kg-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Kd = 0.04 nM 10.4 Binding affinity against Dopamine receptor D2 in rat striatum using [3H]-spipero... 7658443
D(1A) dopamine receptor Kd = 0.3 nM 9.52 Binding affinity against dopamine receptor D1 in rat striatum using [3H]SCH-2339... 7658443
5-hydroxytryptamine receptor 1B Ki = 0.4 nM 9.4 Binding affinity to 5-HT1B receptor (unknown origin) assessed as inhibition cons... 38516587
5-hydroxytryptamine receptor 1D Ki = 0.4 nM 9.4 Binding affinity to 5-HT1DR (unknown origin) assessed as inhibition constant 38516587
5-hydroxytryptamine receptor 1D Ki = 0.76 nM 9.12 In vitro binding affinity was determined towards cloned human 5-hydroxytryptamin... 9871581
5-hydroxytryptamine receptor 1D Ki = 0.92 nM 9.04 Binding affinity to recombinant human 5-hydroxytryptamine 1D receptor alpha 7658447
5-hydroxytryptamine receptor 1D Kd = 1.5 nM 8.82 Binding affinity against 5-hydroxytryptamine 1D receptor beta using rabbit saphe... 7658443
5-hydroxytryptamine receptor 1B Kd = 1.5 nM 8.82 Binding affinity against 5-hydroxytryptamine 1D receptor beta using rabbit saphe... 7658443
5-hydroxytryptamine receptor 1A Kd = 1.8 nM 8.74 Binding affinity against 5-hydroxytryptamine 1 receptor using rabbit jugular vei... 7658443
5-hydroxytryptamine receptor 1D IC50 = 2.818 nM 8.55 Binding affinity in CHO-K1 cells transfected with human 5-hydroxytryptamine 1D r... 11262079
5-hydroxytryptamine receptor 1D Ki = 4.0 nM 8.4 Binding affinity for cloned human 5-hydroxytryptamine 1D receptor beta 7658447
5-hydroxytryptamine receptor 1B Ki = 4.2 nM 8.38 In vitro binding affinity was determined towards cloned human 5-hydroxytryptamin... 9871581
5-hydroxytryptamine receptor 1B IC50 = 6.166 nM 8.21 Binding affinity in CHO-K1 cells transfected with human recombinant 5-hydroxytry... 11262079
Adrenergic receptor alpha-2 Kd = 7.0 nM 8.15 Binding affinity against Alpha-2 adrenergic receptor in rat cortex using [3H]-id... 7658443
5-hydroxytryptamine receptor 1B EC50 = 15.7 nM 7.8 Effective concentration determined by measuring inhibition of forskolin-stimulat... 9871581
ADMET EC50 = 40.0 nM 7.4 Cardiovascular toxicity in human coronary arteries assessed as induction of vaso... 22727645
5-hydroxytryptamine receptor 1A Ki = 78.6 nM 7.11 Binding affinity for cloned human 5-hydroxytryptamine 1A receptor 7658447
5-hydroxytryptamine receptor 1A Ki = 124.0 nM 6.91 In vitro binding affinity was determined towards cloned human 5-hydroxytryptamin... 9871581

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
20070106 10.1021/jm901371v Homo sapiens 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
7658443 10.1021/jm00018a016 5-hydroxytryptamine receptor 1D 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
9871581 10.1016/s0960-894x(98)00090-0 5-hydroxytryptamine receptor 1B 4
33619967 10.1021/acs.jmedchem.0c02011 ADMET 4
18426954 10.1124/dmd.108.020479 ADMET 4
7658443 10.1021/jm00018a016 Unchecked 4
37468498 10.1038/s41467-023-40064-9 Nuclear receptor subfamily 1 group I member 2 3
22727645 10.1016/j.bmcl.2012.05.074 ADMET 3
37468498 10.1038/s41467-023-40064-9 Histamine H1 receptor 3
24960305 10.1021/jm500364u Homo sapiens 3
7658443 10.1021/jm00018a016 5-hydroxytryptamine receptor 1B 2
7658443 10.1021/jm00018a016 Adrenergic receptor alpha-2 2
7658447 10.1021/jm00018a020 Oryctolagus cuniculus 2
7658443 10.1021/jm00018a016 5-hydroxytryptamine receptor 2A 2
7658447 10.1021/jm00018a020 5-hydroxytryptamine receptor 1D 2
26948801 10.1016/j.drudis.2016.02.015 Homo sapiens 2

Data from ChEMBL 36 via Core Engine