TL13-112   

GtoPdb Ligand ID: 10529

Compound class: Synthetic organic
Comment: TL13-112 is a PROTAC (proteolysis targeting chimera) [1]. It is a hybrid molecule that simultaneously inhibits ALK kinase activity and recruits E3 ligase CRL4CRBN to target ALK for destruction via E3 ligase-mediated ubiquitination and proteasomal degradation. The ALK targeting function is based on the ALK inhibitor NVP-TAE684, and the cereblon ligand component is derived from pomalidomide.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 18
Hydrogen bond donors 5
Rotatable bonds 23
Topological polar surface area 247.97
Molecular weight 1001.39
XLogP 5.27
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES O=C(CNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)NCCOCCOCCN1CCC(CC1)c1cc(OC(C)C)c(cc1C)Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)C(C)C)Cl
Isomeric SMILES O=C(CNc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)NCCOCCOCCN1CCC(CC1)c1cc(OC(C)C)c(cc1C)Nc1ncc(c(n1)Nc1ccccc1S(=O)(=O)C(C)C)Cl
InChI InChI=1S/C49H60ClN9O10S/c1-29(2)69-40-26-34(31(5)25-38(40)55-49-53-27-35(50)45(57-49)54-36-10-6-7-12-41(36)70(65,66)30(3)4)32-15-18-58(19-16-32)20-22-68-24-23-67-21-17-51-43(61)28-52-37-11-8-9-33-44(37)48(64)59(47(33)63)39-13-14-42(60)56-46(39)62/h6-12,25-27,29-30,32,39,52H,13-24,28H2,1-5H3,(H,51,61)(H,56,60,62)(H2,53,54,55,57)
InChI Key XIRQUXILNXIWDI-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Ligand families/groups PROTACs and molecular glues
IUPAC Name
N-[2-[2-[2-[4-[4-[[5-chloro-4-(2-propan-2-ylsulfonylanilino)pyrimidin-2-yl]amino]-2-methyl-5-propan-2-yloxyphenyl]piperidin-1-yl]ethoxy]ethoxy]ethyl]-2-[[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]amino]acetamide
Database Links
CAS Registry No. 2229037-19-6 (source: PubChem)
GtoPdb PubChem SID 387065611
PubChem CID 138108958
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