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    (S)-3-[4-(4-Morpholin-4-yl-methyl-benzyloxy)-1-oxo-1,3-dihydro-isoindol-2-yl]-piperidine-2,6-dione

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    2D Structure
    Also known as: 1323403-33-3, Cc-220, (s)-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione, Iberdomide [usan], Cc220, 8v66f27x44
    Molecular Formula
    C25H27N3O5
    Molecular Weight
    449.5  g/mol
    InChI Key
    IXZOHGPZAQLIBH-NRFANRHFSA-N
    FDA UNII
    8V66F27X44
    Iberdomide is a modulator of the E3 ubiquitin ligase complex containing cereblon (CRL4-CRBN E3 ubiquitin ligase), with immunomodulating and pro-apoptotic activities. Upon administration, iberdomide specifically binds to the cereblon (CRBN) part of the ligase complex, thereby affecting the ubiquitin E3 ligase activity, and targeting certain substrate proteins for ubiquitination. This induces the proteasome-mediated degradation of certain transcription factors, including Ikaros (IKZF1) and Aiolos (IKZF3) which are transcriptional repressors in T-cells. This leads to a reduction of their protein levels, and the modulation of the immune system, including activation of T-lymphocytes. In addition, this leads to a downregulation of other proteins, including interferon regulatory factor 4 (IRF4), which plays a key role in the proliferation of certain cancer cell types. CRBN, the substrate recognition component of the E3 ubiquitin ligase complex, plays a key role in the ubiquitination of certain proteins.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3S)-3-[7-[[4-(morpholin-4-ylmethyl)phenyl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione
    2.1.2 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
    2.1.3 InChI Key
    IXZOHGPZAQLIBH-NRFANRHFSA-N
    2.1.4 Canonical SMILES
    C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCOCC5
    2.1.5 Isomeric SMILES
    C1CC(=O)NC(=O)[C@H]1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCOCC5
    2.2 Other Identifiers
    2.2.1 UNII
    8V66F27X44
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (3s)-3-(4-((4-((morpholin-4-yl)methyl)phenyl)methoxy)-1-oxo-1,3-dihydro-2h-isoindol-2-yl)piperidine-2,6-dione

    2. Cc-220

    3. Cc-220 Hydrochloride

    4. Cc220

    5. Iberdomide Hydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. 1323403-33-3

    2. Cc-220

    3. (s)-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

    4. Iberdomide [usan]

    5. Cc220

    6. 8v66f27x44

    7. (3s)-3-[4-({4-[(morpholin-4-yl)methyl]phenyl}methoxy)-1-oxo-1,3-dihydro-2h-isoindol-2-yl]piperidine-2,6-dione

    8. (3s)-3-[7-[[4-(morpholin-4-ylmethyl)phenyl]methoxy]-3-oxo-1h-isoindol-2-yl]piperidine-2,6-dione

    9. 2,6-piperidinedione, 3-(1,3-dihydro-4-((4-(4-morpholinylmethyl)phenyl)methoxy)-1-oxo-2h-isoindol-2-yl)-, (3s)-

    10. (3s)-3-(4-((4-((morpholin-4-yl)methyl)phenyl)methoxy)-1-oxo-1,3-dihydro-2h-isoindol-2-yl)piperidine-2,6-dione

    11. 8w7

    12. Iberdomide(cc220)

    13. Iberdomide [inn]

    14. Iberdomide (usan/inn)

    15. Iberdomide [who-dd]

    16. Cc-220 (compound 6)

    17. Iberdomide(cc-220)

    18. Gtpl9618

    19. Schembl2252414

    20. Cc 220;cc-220;iberdomide

    21. Chembl3989927

    22. Unii-8v66f27x44

    23. Bdbm65497

    24. Bcp20299

    25. Ex-a1425

    26. Nsc833899

    27. S8760

    28. Zinc118417658

    29. Compound 6 [pmid: 28425720]

    30. Cs-6511

    31. Db12101

    32. Nsc-833899

    33. (s)-3-[4-(4-morpholin-4-yl-methyl-benzyloxy)-1-oxo-1,3-dihydro-isoindol-2-yl]-piperidine-2,6-dione

    34. Ac-32713

    35. Hy-101291

    36. C72310

    37. D11134

    38. A903376

    39. Q27271066

    40. Cc220;(s)-3-(4-((4-(morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;cc-220

    2.4 Create Date
    2012-11-30
    3 Chemical and Physical Properties
    Molecular Weight 449.5 g/mol
    Molecular Formula C25H27N3O5
    XLogP31.1
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass449.19507097 g/mol
    Monoisotopic Mass449.19507097 g/mol
    Topological Polar Surface Area88.2 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity732
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of mature B-cell neoplasms