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    Chemistry

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    Also known as: 1439901-97-9, Ono-4059 hydrochloride, Tirabrutinib hcl, Gs-4059 hydrochloride, Ono-4059(hcl salt), Ono-4059 (hydrochloride)
    Molecular Formula
    C25H23ClN6O3
    Molecular Weight
    490.9  g/mol
    InChI Key
    UQYDCIJFACDXSG-GMUIIQOCSA-N
    FDA UNII
    U374135N48
    Tirabrutinib Hydrochloride
    Tirabrutinib Hydrochloride is the hydrochloride salt form of tirabrutinib, an orally available formulation containing an inhibitor of Bruton agammaglobulinemia tyrosine kinase (BTK), with potential antineoplastic activity. Upon administration, tirabrutinib covalently binds to BTK within B cells, thereby preventing B cell receptor signaling and impeding B cell development. As a result, this agent may inhibit the proliferation of B cell malignancies. BTK, a cytoplasmic tyrosine kinase and member of the Tec family of kinases, plays an important role in B lymphocyte development, activation, signaling, proliferation and survival.
    1 2D Structure

    Tirabrutinib Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-amino-9-[(3R)-1-but-2-ynoylpyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C25H22N6O3.ClH/c1-2-6-21(32)29-14-13-18(15-29)31-24-22(23(26)27-16-28-24)30(25(31)33)17-9-11-20(12-10-17)34-19-7-4-3-5-8-19;/h3-5,7-12,16,18H,13-15H2,1H3,(H2,26,27,28);1H/t18-;/m1./s1
    2.1.3 InChI Key
    UQYDCIJFACDXSG-GMUIIQOCSA-N
    2.1.4 Canonical SMILES
    CC#CC(=O)N1CCC(C1)N2C3=NC=NC(=C3N(C2=O)C4=CC=C(C=C4)OC5=CC=CC=C5)N.Cl
    2.1.5 Isomeric SMILES
    CC#CC(=O)N1CC[C@H](C1)N2C3=NC=NC(=C3N(C2=O)C4=CC=C(C=C4)OC5=CC=CC=C5)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    U374135N48
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 1439901-97-9

    2. Ono-4059 Hydrochloride

    3. Tirabrutinib Hcl

    4. Gs-4059 Hydrochloride

    5. Ono-4059(hcl Salt)

    6. Ono-4059 (hydrochloride)

    7. U374135n48

    8. Tirabrutinib (hydrochloride)

    9. 6-amino-9-[(3r)-1-but-2-ynoylpyrrolidin-3-yl]-7-(4-phenoxyphenyl)purin-8-one;hydrochloride

    10. Tirabrutinib Hydrochloride (jan)

    11. Tirabrutinib Hydrochloride [jan]

    12. (r)-6-amino-9-(1-(but-2-ynoyl)pyrrolidin-3-yl)-7-(4-phenoxyphenyl)-7h-purin-8(9h)-one Hydrochloride

    13. Velexbru (tn)

    14. Ono-4059 (gs-4059) Hydrochloride

    15. Ono4059 Hydrochloride

    16. Gs-4059 (hydrochloride)

    17. Ono-4059 Hcl

    18. Schembl16143622

    19. Unii-u374135n48

    20. Ex-a1275

    21. Hy-15771a

    22. Mfcd30187521

    23. S8166

    24. Akos030526538

    25. Ccg-269621

    26. Cs-5637

    27. Ac-35380

    28. Tirabrutinib Hydrochloride [who-dd]

    29. D11070

    30. F10061

    31. A901181

    32. Q27290633

    33. (r)-6-amino-9-(1-(but-2-ynoyl)pyrrolidin-3-yl)-7-(4-phenoxyphenyl)-7,9-dihydro-8h-purin-8-one Hydrochloride;ono-4059 Hydrochloride

    34. (r)-6-amino-9-(1-but-2-ynoylpyrrolidin-3-yl)-7-(4-phenoxyphenyl)-7h-purin-8(9h)-one Hcl Salt

    2.4 Create Date
    2013-06-24
    3 Chemical and Physical Properties
    Molecular Weight 490.9 g/mol
    Molecular Formula C25H23ClN6O3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area105
    Heavy Atom Count35
    Formal Charge0
    Complexity825
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2

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