XL388   Click here for help

GtoPdb Ligand ID: 7973

Synonyms: XL-388
Compound class: Synthetic organic
Comment: XL388 is a highly potent, selective, ATP-competitive inhibitor of mTOR. Its discovery is described in [1], where it is compound 28.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 110.97
Molecular weight 455.13
XLogP 3.49
No. Lipinski's rules broken 0
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Canonical SMILES Nc1ccc(cn1)c1ccc2c(c1)CN(CCO2)C(=O)c1ccc(c(c1C)F)S(=O)(=O)C
Isomeric SMILES Nc1ccc(cn1)c1ccc2c(c1)CN(CCO2)C(=O)c1ccc(c(c1C)F)S(=O)(=O)C
InChI InChI=1S/C23H22FN3O4S/c1-14-18(5-7-20(22(14)24)32(2,29)30)23(28)27-9-10-31-19-6-3-15(11-17(19)13-27)16-4-8-21(25)26-12-16/h3-8,11-12H,9-10,13H2,1-2H3,(H2,25,26)
Bioactivity Comments
In vitro, XL388 inhibits the viability of solid and hematopoietic tumor cell lines. For example, it inhibits proliferation of MCF-7 cells with an IC50 of 1.37 μM and inhibits MCF-7 xenograft tumour growth in vivo [1].
Selectivity at enzymes
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
mechanistic target of rapamycin kinase Primary target of this compound Hs Inhibitor Inhibition 8.0 pIC50 - 1
pIC50 8.0 (IC50 9.9x10-9 M) [1]