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    Chemistry

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    Also known as: Kw-2449, 1000669-72-6, Kw 2449, Kw2449, 841258-76-2, [4-[(e)-2-(1h-indazol-3-yl)ethenyl]phenyl]-piperazin-1-ylmethanone
    Molecular Formula
    C20H20N4O
    Molecular Weight
    332.4  g/mol
    InChI Key
    YYLKKYCXAOBSRM-JXMROGBWSA-N
    FDA UNII
    2D9N67F58G
    CAS 1000669-72-6
    FLT3/ABL/Aurora Kinase Inhibitor KW-2449 is an orally available inhibitor of FMS-related tyrosine kinase 3 (FLT3, STK1, or FLK2), the tyrosine kinase ABL, and aurora kinases, with potential antineoplastic activity. Upon administration, FLT3/ABL/Aurora kinase inhibitor KW-2449 specifically binds to and inhibits both wild-type and mutated forms of FLT3, ABL and aurora kinases, which both interferes with the activation of signal transduction pathways mediated by these kinases and reduces the proliferation of susceptible cancer cells. FLT3 and ABL kinases are upregulated in certain tumor cells and play important roles in tumor cell proliferation and metastasis. Aurora kinases, serine-threonine kinases overexpressed by a wide variety of cancer cell types, play essential roles in mitotic checkpoint control.
    1 2D Structure

    CAS 1000669-72-6

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [4-[(E)-2-(1H-indazol-3-yl)ethenyl]phenyl]-piperazin-1-ylmethanone
    2.1.2 InChI
    InChI=1S/C20H20N4O/c25-20(24-13-11-21-12-14-24)16-8-5-15(6-9-16)7-10-19-17-3-1-2-4-18(17)22-23-19/h1-10,21H,11-14H2,(H,22,23)/b10-7+
    2.1.3 InChI Key
    YYLKKYCXAOBSRM-JXMROGBWSA-N
    2.1.4 Canonical SMILES
    C1CN(CCN1)C(=O)C2=CC=C(C=C2)C=CC3=NNC4=CC=CC=C43
    2.1.5 Isomeric SMILES
    C1CN(CCN1)C(=O)C2=CC=C(C=C2)/C=C/C3=NNC4=CC=CC=C43
    2.2 Other Identifiers
    2.2.1 UNII
    2D9N67F58G
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Kw 2449

    2. Kw-2449

    3. Kw2449

    2.3.2 Depositor-Supplied Synonyms

    1. Kw-2449

    2. 1000669-72-6

    3. Kw 2449

    4. Kw2449

    5. 841258-76-2

    6. [4-[(e)-2-(1h-indazol-3-yl)ethenyl]phenyl]-piperazin-1-ylmethanone

    7. Chembl1908397

    8. 2d9n67f58g

    9. [4-[2-(1h-indazol-3-yl)ethenyl]phenyl]-1-piperazinylmethanone

    10. Methanone, [4-[2-(1h-indazol-3-yl)ethenyl]phenyl]-1-piperazinyl-

    11. (4-((1e)-2-(1h-indazol-3-yl)ethenyl)phenyl)-1-piperazinylmethanone

    12. Piperazine, 1-(4-((1e)-2-(1h-indazol-3-yl)ethenyl)benzoyl)-

    13. Methanone, (4-(2-(1h-indazol-3-yl)ethenyl)phenyl)-1-piperazinyl-

    14. Kw-2449 Hydrochloride

    15. Mls006011271

    16. Unii-2d9n67f58g

    17. Gtpl5691

    18. Schembl1596894

    19. Schembl1596897

    20. Chebi:91441

    21. Kw 2449 [who-dd]

    22. Dtxsid701026046

    23. Bcp02848

    24. Ex-a2306

    25. 897016-82-9 (free Base)

    26. Bdbm50355496

    27. Mfcd18385006

    28. Nsc759675

    29. Nsc800778

    30. S2158

    31. Zinc43201999

    32. Akos027460993

    33. Bcp9000826

    34. Ccg-267833

    35. Cs-0231

    36. Nsc-759675

    37. Nsc-800778

    38. Ncgc00346569-07

    39. 841259-17-4

    40. Ac-28419

    41. As-71712

    42. Hy-10339

    43. Smr004703021

    44. Sw219852-1

    45. H11584

    46. J-502761

    47. (e)-1-{4-[2-(1h-indazol-3-yl)vinyl]benzoyl}piperazine

    48. (4-(2-(1h-indazol-3-yl)vinyl)phenyl)(piperazin-1-yl)methanone

    49. 3-{2-[4-(piperazine-1-carbonyl)phenyl]ethenyl}-1h-indazole

    50. 3-[(e)-2-{4-[(piperazin-1-yl)carbonyl]phenyl}ethenyl]-2h-indazole

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 332.4 g/mol
    Molecular Formula C20H20N4O
    XLogP32.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass332.16371127 g/mol
    Monoisotopic Mass332.16371127 g/mol
    Topological Polar Surface Area61 Ų
    Heavy Atom Count25
    Formal Charge0
    Complexity480
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

    BUILDING BLOCK

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