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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
1. Takeuchi CS, Kim BG, Blazey CM, Ma S, Johnson HW, Anand NK, Arcalas A, Baik TG, Buhr CA, Cannoy J et al.. (2013)
Discovery of a novel class of highly potent, selective, ATP-competitive, and orally bioavailable inhibitors of the mammalian target of rapamycin (mTOR).
J Med Chem, 56 (6): 2218-34. [PMID:23394126]