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    Golcadomide

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    2D Structure
    Also known as: 2379572-34-4, Cc-99282, Golcadomide [usan], 29hlr8z5br, (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1-yl)methyl)benzyl)amino)isoindoline-1,3-dione, Cc1007548
    Molecular Formula
    C28H30FN5O5
    Molecular Weight
    535.6  g/mol
    InChI Key
    NZYDBVQXOGPDDU-QHCPKHFHSA-N
    FDA UNII
    29HLR8Z5BR
    Golcadomide is a modulator of the E3 ubiquitin ligase complex containing cereblon (CRL4-CRBN E3 ubiquitin ligase), with potential immunomodulating and antineoplastic activities. Upon administration, golcadomide specifically binds to cereblon (CRBN), thereby affecting the ubiquitin E3 ligase activity, and targeting certain substrate proteins for ubiquitination. This induces proteasome-mediated degradation of certain transcription factors, some of which are transcriptional repressors in T-cells. This leads to modulation of the immune system, including activation of T-lymphocytes, and downregulation of the activity of other proteins, some of which play key roles in the proliferation of certain cancer cell types. CRBN, the substrate recognition component of the CRL4-CRBN 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
    2-[(3S)-2,6-dioxopiperidin-3-yl]-4-[[2-fluoro-4-[(3-morpholin-4-ylazetidin-1-yl)methyl]phenyl]methylamino]isoindole-1,3-dione
    2.1.2 InChI
    InChI=1S/C28H30FN5O5/c29-21-12-17(14-32-15-19(16-32)33-8-10-39-11-9-33)4-5-18(21)13-30-22-3-1-2-20-25(22)28(38)34(27(20)37)23-6-7-24(35)31-26(23)36/h1-5,12,19,23,30H,6-11,13-16H2,(H,31,35,36)/t23-/m0/s1
    2.1.3 InChI Key
    NZYDBVQXOGPDDU-QHCPKHFHSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    29HLR8Z5BR
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 2379572-34-4

    2. Cc-99282

    3. Golcadomide [usan]

    4. 29hlr8z5br

    5. (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1-yl)methyl)benzyl)amino)isoindoline-1,3-dione

    6. Cc1007548

    7. Unii-29hlr8z5br

    8. Cc99282

    9. Who 12305

    10. 1h-isoindole-1,3(2h)-dione, 2-((3s)-2,6-dioxo-3-piperidinyl)-4-(((2-fluoro-4-((3-(4-morpholinyl)-1-azetidinyl)methyl)phenyl)methyl)amino)-

    11. Golcadomida

    12. (s)-2-(2,6-dioxopiperidin-3-yl)-4-[[2-fluoro-4-[(3-morpholinoazetidin-1-yl)methyl]benzyl]amino]isoindoline-1,3-dione

    13. Golcadomide [inn]

    14. Golcadomide [who-dd]

    15. Golcadomide (usan/inn)

    16. A1af4

    17. Orb1686266

    18. Chembl5095226

    19. Schembl21492854

    20. Schembl29363016

    21. Gtpl13021

    22. Ex-a6835

    23. Cc 99282

    24. At41559

    25. Compound 1 [us20220324855]

    26. 2-[(3s)-2,6-dioxopiperidin-3-yl]-4-{[(2-fluoro-4-{[3-(morpholin-4-yl)azetidin-1-yl]methyl}phenyl)methyl]amino}-2,3-dihydro-1h-isoindole-1,3-dione

    27. Da-72007

    28. Ms-29895

    29. Hy-146237

    30. Cs-0530225

    31. D12324

    32. T63771

    33. En300-43359175

    34. F987542

    35. (s)-2-(2,6-dioxopiperidin-3-yl)-4-((2-fluoro-4-((3-morpholinoazetidin-1- Yl)methyl)benzyl)amino)isoindoline-1,3-dione

    36. 1h-isoindole-1,3(2h)-dione, 2-[(3s)-2,6-dioxo-3-piperidinyl]-4-[[[2-fluoro-4-[[3-(4- Morpholinyl)-1-azetidinyl]methyl]phenyl]methyl]amino]-

    37. 2-[(3s)-2,6-dioxo-3-piperidinyl]-4-[[[2-fluoro-4-[[3-(4-morpholinyl)-1-azetidinyl]methyl]phenyl]methyl]amino]-1h-isoindole-1,3(2h)-dione

    38. 2-[(3s)-2,6-dioxopiperidin-3-yl]-4-[[2-fluoro-4-[(3-morpholin-4-ylazetidin-1-yl)methyl]phenyl]methylamino]isoindole-1,3-dione

    2.4 Create Date
    2020-06-27
    3 Chemical and Physical Properties
    Molecular Weight 535.6 g/mol
    Molecular Formula C28H30FN5O5
    XLogP31.6
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count7
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area111
    Heavy Atom Count39
    Formal Charge0
    Complexity970
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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