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    Uprosertib

    DEVELOPMENTS

    DIGITAL CONTENT

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    2D Structure
    Also known as: 1047634-65-0, Gsk2141795, Gsk2141795c, Gsk795, Gsk-2141795, Zxm835lq5e
    Molecular Formula
    C18H16Cl2F2N4O2
    Molecular Weight
    429.2  g/mol
    InChI Key
    AXTAPYRUEKNRBA-JTQLQIEISA-N
    FDA UNII
    ZXM835LQ5E
    Uprosertib is an orally bioavailable inhibitor of the serine/threonine protein kinase Akt (protein kinase B) with potential antineoplastic activity. Uprosertib binds to and inhibits the activity of Akt, which may result in inhibition of the PI3K/Akt signaling pathway and tumor cell proliferation and the induction of tumor cell apoptosis. Activation of the PI3K/Akt signaling pathway is frequently associated with tumorigenesis and dysregulated PI3K/Akt signaling may contribute to tumor resistance to a variety of antineoplastic agents.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[(2S)-1-amino-3-(3,4-difluorophenyl)propan-2-yl]-5-chloro-4-(4-chloro-2-methylpyrazol-3-yl)furan-2-carboxamide
    2.1.2 InChI
    InChI=1S/C18H16Cl2F2N4O2/c1-26-16(12(19)8-24-26)11-6-15(28-17(11)20)18(27)25-10(7-23)4-9-2-3-13(21)14(22)5-9/h2-3,5-6,8,10H,4,7,23H2,1H3,(H,25,27)/t10-/m0/s1
    2.1.3 InChI Key
    AXTAPYRUEKNRBA-JTQLQIEISA-N
    2.1.4 Canonical SMILES
    CN1C(=C(C=N1)Cl)C2=C(OC(=C2)C(=O)NC(CC3=CC(=C(C=C3)F)F)CN)Cl
    2.1.5 Isomeric SMILES
    CN1C(=C(C=N1)Cl)C2=C(OC(=C2)C(=O)N[C@@H](CC3=CC(=C(C=C3)F)F)CN)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    ZXM835LQ5E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Gsk2141795

    2.3.2 Depositor-Supplied Synonyms

    1. 1047634-65-0

    2. Gsk2141795

    3. Gsk2141795c

    4. Gsk795

    5. Gsk-2141795

    6. Zxm835lq5e

    7. Akt Inhibitor Gsk2141795

    8. Akt Inhibitor Gsk-2141795

    9. Uprosertib (gsk2141795)

    10. Gsk-2141795c

    11. N-((s)-1-amino-3-(3,4-difluorophenyl)propan-2-yl)-5-chloro-4-(4-chloro-1-methyl-1h-pyrazol-5-yl)furan-2-carboxamide

    12. 2-furancarboxamide, N-((1s)-2-amino-1-((3,4-difluorophenyl)methyl)ethyl)-5-chloro-4-(4-chloro-1-methyl-1h-pyrazol-5-yl)-

    13. N-((1s)-1-(aminomethyl)-2-(3,4-difluorophenyl)ethyl)-5-chloro-4-(4-chloro-1-methyl-1h-pyrazol-5-yl)furan-2-carboxamide

    14. N-[(2s)-1-amino-3-(3,4-difluorophenyl)propan-2-yl]-5-chloro-4-(4-chloro-2-methylpyrazol-3-yl)furan-2-carboxamide

    15. Uprosertib [usan:inn]

    16. Unii-zxm835lq5e

    17. Uprosertib [usan]

    18. Uprosertib [inn]

    19. Uprosertib (usan/inn)

    20. Uprosertib [who-dd]

    21. Schembl168584

    22. Uprosertib, Gsk2141795

    23. Gtpl7902

    24. Chembl3137336

    25. Bcp28204

    26. Ex-a1593

    27. Bdbm50170284

    28. Mfcd28144686

    29. Nsc778368

    30. Nsc800960

    31. S7492

    32. Zinc43197676

    33. Akos027323909

    34. Ccg-268992

    35. Db11969

    36. Nsc-778368

    37. Nsc-800960

    38. Ncgc00390653-01

    39. Ac-30940

    40. Hy-15965

    41. D10674

    42. F20800

    43. Q27089099

    44. Gsk-2141795; Gsk2141795; Gsk 2141795; Gsk795; Gsk-795; Gsk 795.

    45. (s)-n-(1-amino-3-(3,4-difluorophenyl)propan-2-yl)-5-chloro-4-(4-chloro-1-methyl-1h-pyrazol-5-yl)furan-2-carboxamide

    46. N-{(1s)-2-amino-1-[(3,4-difluorophenyl)methyl]ethyl}-5-chloro-4-(4-chloro-1-methyl-1h-pyrazol-5-yl)-2-furancarboxamide

    2.4 Create Date
    2011-04-25
    3 Chemical and Physical Properties
    Molecular Weight 429.2 g/mol
    Molecular Formula C18H16Cl2F2N4O2
    XLogP33.4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass428.0618375 g/mol
    Monoisotopic Mass428.0618375 g/mol
    Topological Polar Surface Area86.1 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity550
    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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