leucomethylthioninium   Click here for help

GtoPdb Ligand ID: 9274

Synonyms: leuco-methylthioninium | LMTM | LMTX | TRx-0237 | TRx0237
Compound class: Synthetic organic
Comment: Leucomethylthioninium complexed with bromide or methane sulfonate (LMTX) was designed as a methylthioninium chloride (MTC, or methylene blue) analogue with improved pharmacokinetic properties [1]. MTC and LMTX are tau aggregation inhibitors with potential in Alzheimer's disease (AD) and other tau-opathies. We believe this is the compound being investigated in Phase 3 clinical trials as TRx0237.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 46.21
Molecular weight 287.15
XLogP 2.68
No. Lipinski's rules broken 0
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Canonical SMILES C[NH+](c1ccc2c(c1)Sc1c(N2)ccc(c1)[NH+](C)C)C
Isomeric SMILES C[NH+](c1ccc2c(c1)Sc1c(N2)ccc(c1)[NH+](C)C)C
InChI InChI=1S/C16H19N3S/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13/h5-10,17H,1-4H3/p+2
Selectivity at ligand targets
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
microtubule associated protein tau Hs Inhibitor Binding - - - 1