dTAG-13   Click here for help

GtoPdb Ligand ID: 10533

Compound class: Synthetic organic
Comment: dTAG-13 is a PROTAC (proteolysis targeting chimera) [1]. It is a hybrid molecule that simultaneously binds FKBP12F36V chimeric proteins and recruits E3 ligase CRL4CRBN to target the defective proteins for destruction via E3 ligase-mediated ubiquitination and proteasomal degradation.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 2
Rotatable bonds 29
Topological polar surface area 223.87
Molecular weight 1048.47
XLogP 6.66
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES CCC(C(=O)N1CCCCC1C(=O)OC(c1ccccc1OCC(=O)NCCCCCCOc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)CCc1ccc(c(c1)OC)OC)c1cc(OC)c(c(c1)OC)OC
Isomeric SMILES CC[C@H](C(=O)N1CCCC[C@H]1C(=O)O[C@@H](c1ccccc1OCC(=O)NCCCCCCOc1cccc2c1C(=O)N(C2=O)C1CCC(=O)NC1=O)CCc1ccc(c(c1)OC)OC)c1cc(OC)c(c(c1)OC)OC
InChI InChI=1S/C57H68N4O15/c1-7-37(36-32-47(71-4)52(73-6)48(33-36)72-5)54(65)60-29-14-12-19-41(60)57(68)76-43(25-22-35-23-26-44(69-2)46(31-35)70-3)38-17-10-11-20-42(38)75-34-50(63)58-28-13-8-9-15-30-74-45-21-16-18-39-51(45)56(67)61(55(39)66)40-24-27-49(62)59-53(40)64/h10-11,16-18,20-21,23,26,31-33,37,40-41,43H,7-9,12-15,19,22,24-25,27-30,34H2,1-6H3,(H,58,63)(H,59,62,64)/t37-,40?,41-,43+/m0/s1
InChI Key BJFBRLAWLPZOMJ-QHVFGHLPSA-N
Classification Click here for help
Compound class Synthetic organic
Ligand families/groups PROTACs, molecular glues and other degraders
IUPAC Name Click here for help
[(1R)-3-(3,4-dimethoxyphenyl)-1-[2-[2-[6-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-4-yl]oxyhexylamino]-2-oxoethoxy]phenyl]propyl] (2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carboxylate
Database Links Click here for help
GtoPdb PubChem SID 387065615
PubChem CID 124187630
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Tocris
dTAG 13
Cat. No. 6605