tizanidine   Click here for help

GtoPdb Ligand ID: 7308

Synonyms: AN-021 | DS-103-282 | Zanaflex®
Approved drug
tizanidine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Tizanidine is a centrally acting α2-adrenoceptor agonist.
Marketed formulations may contain tizanidine hydrochloride (PubChem CID 114869).
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View more information in the IUPHAR Pharmacology Education Project: tizanidine

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 90.44
Molecular weight 253.02
XLogP 2.25
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc2c(c1NC1=NCCN1)nsn2
Isomeric SMILES Clc1ccc2c(c1NC1=NCCN1)nsn2
InChI InChI=1S/C9H8ClN5S/c10-5-1-2-6-8(15-16-14-6)7(5)13-9-11-3-4-12-9/h1-2H,3-4H2,(H2,11,12,13)
InChI Key XFYDIVBRZNQMJC-UHFFFAOYSA-N
Bioactivity Comments
As we have been unable to find publicly available affinity data for this drug (at the human target) to substantiate its MMOA, we have not mapped a primary drug target in this case.
Selectivity at GPCRs
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
α2A-adrenoceptor Hs Agonist Agonist 6.0 pKi - 3
pKi 6.0 [3]
α2B-adrenoceptor Hs Agonist Agonist 5.8 pKi - 3
pKi 5.8 [3]
α2A-adrenoceptor Hs Agonist Agonist 5.8 – 8.4 pEC50 - 3
pEC50 8.4 [3]
Description: increased ERK1/2 phosphorylation
pEC50 5.8 [3]
Description: increased cAMP generation
α2B-adrenoceptor Hs Agonist Agonist 6.3 – 7.0 pEC50 - 3
pEC50 7.0 [3]
Description: ERK1/2 phosphorylation
pEC50 6.3 [3]
Description: cAMP generation
α2B-adrenoceptor Hs Agonist Agonist 7.8 pIC50 - 3
pIC50 7.8 [3]
Description: inhibition of forskolin stimulated cAMP generation
α2A-adrenoceptor Hs Agonist Agonist 7.6 pIC50 - 3
pIC50 7.6 [3]
Description: inhibition of forskolin stimulated cAMP generation