compound 8e [PMID: 24432909]   Click here for help

GtoPdb Ligand ID: 8137

Compound class: Synthetic organic
Comment: Compound 8e it was tested in a medicinal chemistry study to identify small molecule inhibitors of mutated anaplastic lymphoma kinase (Alk) which confer crizotinib resistance [1].
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 7
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 159.92
Molecular weight 470.15
XLogP 2.51
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES OCC(c1nc(c(s1)c1cnc(c(c1)OC(c1cc(F)ccc1n1nccn1)C)N)C)(O)C
Isomeric SMILES OC[C@](c1nc(c(s1)c1cnc(c(c1)O[C@@H](c1cc(F)ccc1n1nccn1)C)N)C)(O)C
InChI InChI=1S/C22H23FN6O3S/c1-12-19(33-21(28-12)22(3,31)11-30)14-8-18(20(24)25-10-14)32-13(2)16-9-15(23)4-5-17(16)29-26-6-7-27-29/h4-10,13,30-31H,11H2,1-3H3,(H2,24,25)/t13-,22-/m1/s1
1. Huang Q, Johnson TW, Bailey S, Brooun A, Bunker KD, Burke BJ, Collins MR, Cook AS, Cui JJ, Dack KN et al.. (2014)
Design of potent and selective inhibitors to overcome clinical anaplastic lymphoma kinase mutations resistant to crizotinib.
J Med Chem, 57 (4): 1170-87. [PMID:24432909]
2. Siu M, Sengupta Ghosh A, Lewcock JW. (2018)
Dual Leucine Zipper Kinase Inhibitors for the Treatment of Neurodegeneration.
J Med Chem, 61 (18): 8078-8087. [PMID:29863360]