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Compound Detail

CHEMBL1079

TIZANIDINE
💊 Approved Drug
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💊 Approved Drug
Clc1ccc2nsnc2c1NC1=NCCN1

Basic Information

ChEMBL ID CHEMBL1079
Name TIZANIDINE
Phase Approved
Structure Type MOL
InChI Key XFYDIVBRZNQMJC-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Tizanidina Tizanidine
6
Targets
7
Activities
2
Assay Types
9
PK Parameters
20
Publications
2
Known Names
3
Indications

Molecular Properties

253.7
MW (Da)
1.72
ALogP
6
HBA
2
HBD
62.2
PSA (Ų)
0.81
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability Prescription
Chirality Achiral

Routes of Administration

Oral

Flags

Natural Product
USAN Year 1993

Extended Properties

Molecular Formula C9H8ClN5S
MW 253.72
Aromatic Rings 2
Heavy Atoms 16
NP-Likeness -1.71

Indications

Muscle Spasticity Pain Melanoma

ATC Classification

M03BX02
tizanidine
Level 1: MUSCULO-SKELETAL SYSTEM
Level 2: MUSCLE RELAXANTS

Activity Summary

EC50 4 meas. best 7.07
Ki 3 meas. best 7.55

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nischarin
CHEMBL3923
Ki 7.55 7.55 28.3 2
Alpha-2A adrenergic receptor
CHEMBL1867
EC50 7.07 7.07 86.0 1
Unchecked
CHEMBL612545
Ki 6.93 6.93 117.9 1
Alpha-1A adrenergic receptor
CHEMBL4892
EC50 6.58 6.58 264.0 1
Alpha-1B adrenergic receptor
CHEMBL3988626
EC50 6.49 6.49 322.0 1
Alpha-2C adrenergic receptor
CHEMBL1916
EC50 5.91 5.91 1231.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 11.0 mL.min-1.kg-1 Homo sapiens
CL 10.7 mL.min-1.kg-1 Homo sapiens
CL 11.0 mL.min-1.kg-1 Homo sapiens
CL 11.0 mL.min-1.kg-1 Homo sapiens
F 49.0 % Homo sapiens
Fu 0.7 - Homo sapiens
Fu 0.7 - Homo sapiens
MRT 3.6 hr Homo sapiens
T1/2 2.4 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20070106 10.1021/jm901371v Homo sapiens 8
18426954 10.1124/dmd.108.020479 ADMET 4
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 1A 3
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 3
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 3
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 D(1A) dopamine receptor 2
19445515 10.1021/jm900403j Homo sapiens 2
18621536 10.1016/j.bmc.2008.06.051 Unchecked 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
10891117 10.1021/jm0000564 ADMET 2

Data from ChEMBL 36 via Core Engine