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    Chemistry

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    Also known as: 2091134-68-6, Azd-4205, Azd4205, Unii-3by9z3m34g, Jak1-in-3, 3by9z3m34g
    Molecular Formula
    C25H31N9O2
    Molecular Weight
    489.6  g/mol
    InChI Key
    CVCVOSPZEVINRM-MRXNPFEDSA-N
    FDA UNII
    3BY9Z3M34G
    Golidocitinib
    Golidocitinib is an orally available inhibitor of Janus-associated kinase 1 (JAK1), with potential antineoplastic activity. Upon oral administration, golidocitinib inhibits JAK-dependent signaling and may lead to an inhibition of cellular proliferation in JAK1-overexpressing tumor cells. The JAK-STAT (signal transducer and activator of transcription) signaling pathway is a major mediator of cytokine activity and is often dysregulated in a variety of tumor cell types. Additionally, JAK1 may be a primary driver of STAT3 phosphorylation and signaling, which plays a role in neoplastic transformation, resistance to apoptosis, tumor angiogenesis, metastasis, immune evasion, and treatment resistance.
    1 2D Structure

    Golidocitinib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R)-N-[3-[2-[(3-methoxy-1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]-1H-indol-7-yl]-2-(4-methylpiperazin-1-yl)propanamide
    2.1.2 InChI
    InChI=1S/C25H31N9O2/c1-16(34-12-10-32(2)11-13-34)23(35)28-20-7-5-6-17-18(14-27-22(17)20)19-8-9-26-25(29-19)30-21-15-33(3)31-24(21)36-4/h5-9,14-16,27H,10-13H2,1-4H3,(H,28,35)(H,26,29,30)/t16-/m1/s1
    2.1.3 InChI Key
    CVCVOSPZEVINRM-MRXNPFEDSA-N
    2.1.4 Canonical SMILES
    CC(C(=O)NC1=CC=CC2=C1NC=C2C3=NC(=NC=C3)NC4=CN(N=C4OC)C)N5CCN(CC5)C
    2.1.5 Isomeric SMILES
    C[C@H](C(=O)NC1=CC=CC2=C1NC=C2C3=NC(=NC=C3)NC4=CN(N=C4OC)C)N5CCN(CC5)C
    2.2 Other Identifiers
    2.2.1 UNII
    3BY9Z3M34G
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 2091134-68-6

    2. Azd-4205

    3. Azd4205

    4. Unii-3by9z3m34g

    5. Jak1-in-3

    6. 3by9z3m34g

    7. (2r)-n-[3-[2-[(3-methoxy-1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]-1h-indol-7-yl]-2-(4-methylpiperazin-1-yl)propanamide

    8. Golidocitinib [inn]

    9. Chembl4577523

    10. Schembl18662606

    11. Gtpl10744

    12. Bdbm264212

    13. Ex-a2671

    14. Example 32 [us9714236b2]

    15. Nsc801813

    16. Nsc-801813

    17. Compound 21 [pmid: 32297743]

    18. Ac-36748

    19. Ba177711

    20. Hy-107361

    21. Cs-0028212

    22. Us9714236, 32

    23. (.alpha.r)-n-(3-(2-((3-methoxy-1-methyl-1h-pyrazol-4-yl)amino)-4-pyrimidinyl)-1h-indol-7-yl)-.alpha.,4-dimethyl-1-piperazineacetamide

    24. (2r)-n-(3-{2-[(3- Methoxy-1-methyl- 1h-pyrazol-4-yl)amino] Pyrimidin-4- Yl}-1h-indol-7-yl)-2-(4- Methylpiperazin-1- Yl)propanamide

    25. 1-piperazineacetamide, N-(3-(2-((3-methoxy-1-methyl-1h-pyrazol-4-yl)amino)-4-pyrimidinyl)-1h-indol-7-yl)-.alpha.,4-dimethyl-, (.alpha.r)-

    26. 1-piperazineacetamide, N-(3-(2-((3-methoxy-1-methyl-1h-pyrazol-4-yl)amino)-4-pyrimidinyl)-1h-indol-7-yl)-alpha,4-dimethyl-, (alphar)-

    2.4 Create Date
    2017-04-22
    3 Chemical and Physical Properties
    Molecular Weight 489.6 g/mol
    Molecular Formula C25H31N9O2
    XLogP31.9
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count7
    Exact Mass489.26007127 g/mol
    Monoisotopic Mass489.26007127 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity736
    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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