tideglusib   Click here for help

GtoPdb Ligand ID: 6929

Synonyms: NP031112
Compound class: Synthetic organic
Comment: Tideglusib is a small molecule non-ATP-competitive, irreversible glycogen synthase kinase 3 (GSK-3β) inhibitor [2] that has been investigated as a potential treatment for Alzheimer's disease and paralysis supranuclear palsy [4]. Low-dose tideglusib has been reported to induce natural reparative dentine formation, as a novel approach to treating tooth decay [5].

In vitro and in vivo, tideglusib (and analogues) has shown anti-staphylococcal activity, via inhibition of Staphylococcus aureus sortase A (SrtA; a virulence factor of Gram-positive pathogens) [6].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 71.72
Molecular weight 334.08
XLogP 4.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=c1sn(c(=O)n1Cc1ccccc1)c1cccc2c1cccc2
Isomeric SMILES O=c1sn(c(=O)n1Cc1ccccc1)c1cccc2c1cccc2
InChI InChI=1S/C19H14N2O2S/c22-18-20(13-14-7-2-1-3-8-14)19(23)24-21(18)17-12-6-10-15-9-4-5-11-16(15)17/h1-12H,13H2
InChI Key PMJIHLSCWIDGMD-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-benzyl-2-(naphthalen-1-yl)-1,2,4-thiadiazolidine-3,5-dione
International Nonproprietary Names Click here for help
INN number INN
9223 tideglusib
Synonyms Click here for help
NP031112
Database Links Click here for help
CAS Registry No. 865854-05-3 (source: Pub Chem)
GtoPdb PubChem SID 178103511
PubChem CID 11313622
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Wikipedia Tideglusib