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    AR 12

    DEVELOPMENTS

    PharmaCompass
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    2D Structure
    Also known as: Osu-03012, 742112-33-0, Ar-12, Osu 03012, Osu03012, Osu-03012 (ar-12)
    Molecular Formula
    C26H19F3N4O
    Molecular Weight
    460.4  g/mol
    InChI Key
    YULUCECVQOCQFQ-UHFFFAOYSA-N
    FDA UNII
    EX3O2Q61UV
    PDK1 Inhibitor AR-12 is an orally bioavailable, small-molecule, celecoxib-derived inhibitor of phosphoinositide-dependent kinase-1 (PDK1) with potential antineoplastic activity. Devoid of any COX inhibiting activity, PDK1 inhibitor AR-12 binds to and inhibits the phosphorylation of 3-phosphoinositide-dependent kinase-1 (PDK-1).; subsequently, the phosphorylation and activation of the serine/threonine protein kinase Akt (protein kinase B or PKB) is inhibited, which may result in inhibition of the PI3K/Akt signaling pathway, inhibition of tumor cell proliferation, and the induction of tumor cell apoptosis. In addition, this agent appears to induce the activity of protein kinase R-like endoplasmic reticulum kinase (PERK), which plays a key role in the endoplasmic reticulum stress pathway. Activation and dysregulation 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
    2-amino-N-[4-[5-phenanthren-2-yl-3-(trifluoromethyl)pyrazol-1-yl]phenyl]acetamide
    2.1.2 InChI
    InChI=1S/C26H19F3N4O/c27-26(28,29)24-14-23(33(32-24)20-10-8-19(9-11-20)31-25(34)15-30)18-7-12-22-17(13-18)6-5-16-3-1-2-4-21(16)22/h1-14H,15,30H2,(H,31,34)
    2.1.3 InChI Key
    YULUCECVQOCQFQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC=C2C(=C1)C=CC3=C2C=CC(=C3)C4=CC(=NN4C5=CC=C(C=C5)NC(=O)CN)C(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    EX3O2Q61UV
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-amino-n-(4-(5-(2-phenanthrenyl)-3-(trifluoromethyl)-1h-pyrazol-1-yl)phenyl)acetamide

    2. Ar-12 Compound

    3. Osu 03012

    4. Osu-03012

    2.3.2 Depositor-Supplied Synonyms

    1. Osu-03012

    2. 742112-33-0

    3. Ar-12

    4. Osu 03012

    5. Osu03012

    6. Osu-03012 (ar-12)

    7. 2-amino-n-(4-(5-(phenanthren-2-yl)-3-(trifluoromethyl)-1h-pyrazol-1-yl)phenyl)acetamide

    8. 2-amino-n-[4-[5-phenanthren-2-yl-3-(trifluoromethyl)pyrazol-1-yl]phenyl]acetamide

    9. Ar 12

    10. Ex3o2q61uv

    11. Chembl1650595

    12. Ar-12 (osu-03012)

    13. 1,2-ethanediamine, N-(4-(5-(2-phenanthrenyl)-3-(trifluoromethyl)-1h-pyrazol-1-yl)phenyl)-

    14. 2-amino-n-[4-[5-(2-phenanthrenyl)-3-(trifluoromethyl)-1h-pyrazol-1-yl]phenyl]acetamide

    15. N-(4-(5-(2-phenanthryl)-3-(trifluoromethyl)-1h-pyrazol-1-yl)phenyl)ethane-1,2-diamine

    16. N-{4-[5-(phenanthren-2-yl)-3-(trifluoromethyl)-1h-pyrazol-1-yl]phenyl}glycinamide

    17. Unii-ex3o2q61uv

    18. Mls006010170

    19. Schembl570472

    20. Gtpl8005

    21. Dtxsid50225206

    22. Ex-a253

    23. Chebi:131196

    24. Bcpp000134

    25. Hms3654o21

    26. Hms3750g15

    27. Bcp01835

    28. Zinc3960083

    29. Bdbm50430630

    30. Mfcd12912272

    31. Nsc756657

    32. S1106

    33. Akos025117573

    34. Bcp9001039

    35. Ccg-269335

    36. Cs-0151

    37. Nsc-756657

    38. Sb16557

    39. Ncgc00346490-01

    40. Ncgc00346490-05

    41. Ac-30302

    42. As-19550

    43. Hy-10547

    44. Smr004701278

    45. Ft-0721533

    46. Sw219927-1

    47. Ec-000.2346

    48. A25444

    49. Us8741944, 70

    50. Brd-k90497590-001-02-6

    51. Q15425297

    52. Osu-03012

    53. 742112-33-0

    54. Osu03012

    55. Osu 03012

    56. 2-amino-n-[4-[5-(2-phenanthryl)-3-(trifluoromethyl)pyrazol-1-yl]phenyl]acetamide

    57. 2-amino-n-{4-[5-(2-phenanthrenyl)-3-(trifluoromethyl)-1h-pyrazol-1-yl]-phenyl} Acetamide

    58. 2-amino-n-{4-[5-(2-phenanthryl)-3-(trifluoromethyl)-1h-pyrazol-1-yl]phenyl}acetamide

    59. M4j

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 460.4 g/mol
    Molecular Formula C26H19F3N4O
    XLogP35.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass460.15109573 g/mol
    Monoisotopic Mass460.15109573 g/mol
    Topological Polar Surface Area72.9 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity711
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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