TD1092

• CAT Number: I042381
• Molecular Formula: C55H70N8O9
• Molecular Weight: 987.19
• Purity: ≥95%
• Synonyms: (3S)-2-[(2S)-3,3-dimethyl-2-[[(2S)-2-(methylamino)propanoyl]amino]butanoyl]-7-[8-[[1-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindol-5-yl]azetidine-3-carbonyl]amino]octoxy]-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]-3,4-dihydro-1H-isoquinoline-3-carboxamide
• InChI: InChI=1S/C55H70N8O9/c1-33(56-5)48(65)60-47(55(2,3)4)54(71)62-32-36-27-39(21-19-35(36)28-45(62)51(68)58-43-18-14-16-34-15-10-11-17-40(34)43)72-26-13-9-7-6-8-12-25-57-49(66)37-30-61(31-37)38-20-22-41-42(29-38)53(70)63(52(41)69)44-23-24-46(64)59-50(44)67/h10-11,15,17,19-22,27,29,33,37,43-45,47,56H,6-9,12-14,16,18,23-26,28,30-32H2,1-5H3,(H,57,66)(H,58,68)(H,60,65)(H,59,64,67)/t33-,43+,44?,45-,47+/m0/s1
• InChIKey: SZHRKMBISSMURE-LXHHKSBKSA-N
• SMILES: CC(C(=O)NC(C(=O)N1CC2=C(CC1C(=O)NC3CCCC4=CC=CC=C34)C=CC(=C2)OCCCCCCCCNC(=O)C5CN(C5)C6=CC7=C(C=C6)C(=O)N(C7=O)C8CCC(=O)NC8=O)C(C)(C)C)NC

TD1092 is a pan-IAP degrader, degrades cIAP1, cIAP2, and XIAP. TD1092 activates Caspase 3/7, and promotes cancer cells apoptosis via IAP degradation. TD1092 inhibits TNFα mediated NF-κB pathway and reduces the phosphorylation of IKK, IkBα, p65, and p38. TD1092 can act as PROTAC, and is used for cancer research[1].
TD1092 (0.1 μM-10 μM; 0.5-6 h) potently degrades cIAP1, cIAP2, and XIAP in a dose- and time-dependent manner[1].
TD1092 (0.01, 0.1 and 1 μM; 18 h) activates caspase 3/7 in MCF-7 cells[1].
TD1092 (1 μM; 48 h and 72 h) promotes cancer cell death[1].
TD1092 (0.1 μM; 24 h) inhibits TNFα-induced migration and invasion against triple-negative breast cancer cells[1].
TD1092 (1 μM; 6 h) inhibits TNFα-induced NF-κB signaling pathway and epithelial-mesenchymal transition (EMT) via IAP degradation[1].
TD1092 (1 μM; 72 h) inhibits MCF-7 cells growth with an IG50 value of 0.395 μM[1].

Reference

[1]. Park S, et al. Discovery of pan-IAP degraders via a CRBN recruiting mechanism. Eur J Med Chem. 2023 Jan 5;245(Pt 2):114910.
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