compound 4-3 [PMID: 34027661]   Click here for help

GtoPdb Ligand ID: 11548

Compound class: Synthetic organic
Comment: Compound 4-3 is an irreversible (covalent) benzothiazepinone type glycogen synthase kinase 3β inhibitor [1]. It has favourable drug-like properties and low cytotoxicity. Compound 4-3 binds predominantly to GSK-3β's Cys14 residue, which is unique to GSK-3β and confers selectivity for this isoform over GSK-3α.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 3
Topological polar surface area 62.68
Molecular weight 327.07
XLogP 3.42
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C=CC(=O)N1C(=O)CC(Sc2c1cccc2)c1ccc(cc1)F
Isomeric SMILES C=CC(=O)N1C(=O)CC(Sc2c1cccc2)c1ccc(cc1)F
InChI InChI=1S/C18H14FNO2S/c1-2-17(21)20-14-5-3-4-6-15(14)23-16(11-18(20)22)12-7-9-13(19)10-8-12/h2-10,16H,1,11H2
InChI Key DJUQPBPAHPCBBX-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
5-Acryloyl-2,3-dihydro-2-(4-fluorophenyl)-1,5-benzothiazepin-4(5H)-one
Database Links Click here for help
GtoPdb PubChem SID 441604920
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