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    Cevidoplenib

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    2D Structure
    Also known as: Cevidoplenib [inn], 1703788-21-9, 3n3h8bx897, Cyclopropyl-[5-[[4-[4-[[(4s)-4-hydroxy-1,2-oxazolidin-2-yl]methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-1-methylindol-3-yl]methanone, Methanone, cyclopropyl(5-((4-(4-(((4s)-4-hydroxy-2-isoxazolidinyl)methyl)-3-methyl-1h-pyrazol-1-yl)-2-pyrimidinyl)amino)-1-methyl-1h-indol-3-yl)-, Cevidoplenib [who-dd]
    Molecular Formula
    C25H27N7O3
    Molecular Weight
    473.5  g/mol
    InChI Key
    YCZUBLQESBVOSH-IBGZPJMESA-N
    FDA UNII
    3N3H8BX897
    Cevidoplenib is an orally available inhibitor of spleen tyrosine kinase (SYK), with potential anti-inflammatory and immunomodulating activities. Upon oral administration, cevidoplenib binds to and inhibits the activity of SYK, blocking Fc receptor and B-cell receptor (BCR)-mediated signaling in inflammatory cells, including macrophages, neutrophils, mast cells, natural killer (NK) cells and B-cells. This leads to the inhibition of the activation of these inflammatory cells, and the related inflammatory responses and tissue damage. SYK, a non-receptor cytoplasmic protein tyrosine kinase widely expressed in hematopoietic cells, plays a key role in Fc receptor and B-cell receptor signaling in inflammatory cells. It is involved in coupling activated immunoreceptors, such as Fc receptors and B-cell receptors, to signal downstream events that mediate diverse cellular responses, including proliferation, differentiation, and phagocytosis, which are important for allergic and antibody-mediated immune diseases such as immune thrombocytopenia (ITP).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    cyclopropyl-[5-[[4-[4-[[(4S)-4-hydroxy-1,2-oxazolidin-2-yl]methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-1-methylindol-3-yl]methanone
    2.1.2 InChI
    InChI=1S/C25H27N7O3/c1-15-17(10-31-12-19(33)14-35-31)11-32(29-15)23-7-8-26-25(28-23)27-18-5-6-22-20(9-18)21(13-30(22)2)24(34)16-3-4-16/h5-9,11,13,16,19,33H,3-4,10,12,14H2,1-2H3,(H,26,27,28)/t19-/m0/s1
    2.1.3 InChI Key
    YCZUBLQESBVOSH-IBGZPJMESA-N
    2.1.4 Canonical SMILES
    CC1=NN(C=C1CN2CC(CO2)O)C3=NC(=NC=C3)NC4=CC5=C(C=C4)N(C=C5C(=O)C6CC6)C
    2.1.5 Isomeric SMILES
    CC1=NN(C=C1CN2C[C@@H](CO2)O)C3=NC(=NC=C3)NC4=CC5=C(C=C4)N(C=C5C(=O)C6CC6)C
    2.2 Other Identifiers
    2.2.1 UNII
    3N3H8BX897
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Cevidoplenib [inn]

    2. 1703788-21-9

    3. 3n3h8bx897

    4. Cyclopropyl-[5-[[4-[4-[[(4s)-4-hydroxy-1,2-oxazolidin-2-yl]methyl]-3-methylpyrazol-1-yl]pyrimidin-2-yl]amino]-1-methylindol-3-yl]methanone

    5. Methanone, Cyclopropyl(5-((4-(4-(((4s)-4-hydroxy-2-isoxazolidinyl)methyl)-3-methyl-1h-pyrazol-1-yl)-2-pyrimidinyl)amino)-1-methyl-1h-indol-3-yl)-

    6. Cevidoplenib [who-dd]

    7. Unii-3n3h8bx897

    8. Chembl3921923

    9. Schembl16653204

    10. Bdbm196772

    11. Ex-a5914

    12. Hy-109082

    13. Cs-0039259

    14. Us9212178, 1

    15. (s)-cyclopropyl(5-(4-(4-((4-hydroxyisoxazolidin-2-yl)methyl)-3-methyl-1h-pyrazol-1-yl)pyrimidin-2-ylamino)-1-methyl-1h-indol-3-yl)methanone

    2.4 Create Date
    2015-05-04
    3 Chemical and Physical Properties
    Molecular Weight 473.5 g/mol
    Molecular Formula C25H27N7O3
    XLogP32
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count7
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area110
    Heavy Atom Count35
    Formal Charge0
    Complexity769
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1