compound 15 [PMID: 24900237]   Click here for help

GtoPdb Ligand ID: 8220

Compound class: Synthetic organic
Comment: Compound 15 is the lead compound identified in a medicinal chemistry study to identify orally available anaplastic lymphoma kinase (ALK) inhibitors with antitumor activity [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 122.47
Molecular weight 496.2
XLogP 2.39
No. Lipinski's rules broken 0
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Canonical SMILES CCN1C(=O)CCCc2c1ccc(c2OC)Nc1ncc(c(n1)NC1C2C=CC(C1C(=O)N)C2)Cl
Isomeric SMILES CCN1C(=O)CCCc2c1ccc(c2OC)Nc1ncc(c(n1)N[C@@H]1[C@H]2C=C[C@@H]([C@@H]1C(=O)N)C2)Cl
InChI InChI=1S/C25H29ClN6O3/c1-3-32-18-10-9-17(22(35-2)15(18)5-4-6-19(32)33)29-25-28-12-16(26)24(31-25)30-21-14-8-7-13(11-14)20(21)23(27)34/h7-10,12-14,20-21H,3-6,11H2,1-2H3,(H2,27,34)(H2,28,29,30,31)/t13-,14+,20+,21-/m1/s1
1. Ott GR, Tripathy R, Cheng M, McHugh R, Anzalone AV, Underiner TL, Curry MA, Quail MR, Lu L, Wan W et al.. (2010)
Discovery of a potent inhibitor of anaplastic lymphoma kinase with in vivo antitumor activity.
ACS Med Chem Lett, 1 (9): 493-8. [PMID:24900237]