iberdomide   Click here for help

GtoPdb Ligand ID: 9618

Synonyms: CC-220 | compound 6 [PMID: 28425720]
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Iberdomide (CC-220) is a novel cereblon modulator [3], functionally akin to lenalidomide and pomalidomide.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 88.18
Molecular weight 449.2
XLogP 1.36
No. Lipinski's rules broken 0
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Canonical SMILES O=C1CCC(C(=O)N1)N1Cc2c(C1=O)cccc2OCc1ccc(cc1)CN1CCOCC1
Isomeric SMILES O=C1CC[C@@H](C(=O)N1)N1Cc2c(C1=O)cccc2OCc1ccc(cc1)CN1CCOCC1
InChI InChI=1S/C25H27N3O5/c29-23-9-8-21(24(30)26-23)28-15-20-19(25(28)31)2-1-3-22(20)33-16-18-6-4-17(5-7-18)14-27-10-12-32-13-11-27/h1-7,21H,8-16H2,(H,26,29,30)/t21-/m0/s1
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Summary of Clinical Use Click here for help
CC-220 is being evaluated in clinical trials for systemic lupus erythematosus (SLE; Phase 2), and for relapsed and refractory multiple myeloma (alone or in combination with dexamethasone (Phase 1/2).
Mechanism Of Action and Pharmacodynamic Effects Click here for help
CC-220 binding to cereblon promotes CRL4-CRBN E3 ligase-mediated degradation of the DNA-binding proteins Ikaros (IKZF1) and Aiolos (IKZF3), which are two cereblon substrates [3]. The downstream effects of degrading these proteins mediate the antiproliferative and immunomodulatory activities of cereblon-binding drugs [1]. Polymorphisms of the IKZF3 gene have been associated with systemic lupus erythematosus in a Chinese Han population [2].