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    Pimasertib (AS-703026)

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    2D Structure
    Also known as: 1236699-92-5, As703026, As-703026, Pimasertib (as-703026), As 703026, Msc1936369b
    Molecular Formula
    C15H15FIN3O3
    Molecular Weight
    431.20  g/mol
    InChI Key
    VIUAUNHCRHHYNE-JTQLQIEISA-N
    FDA UNII
    6ON9RK82AL
    Pimasertib is an orally bioavailable small-molecule inhibitor of MEK1 and MEK2 (MEK1/2) with potential antineoplastic activity. Pimasertib selectively binds to and inhibits the activity of MEK1/2, preventing the activation of MEK1/2-dependent effector proteins and transcription factors, which may result in the inhibition of growth factor-mediated cell signaling and tumor cell proliferation. MEK1/2 (MAP2K1/K2) are dual-specificity threonine/tyrosine kinases that play key roles in the activation of the RAS/RAF/MEK/ERK pathway and are often upregulated in a variety of tumor cell types.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[(2S)-2,3-dihydroxypropyl]-3-(2-fluoro-4-iodoanilino)pyridine-4-carboxamide
    2.1.2 InChI
    InChI=1S/C15H15FIN3O3/c16-12-5-9(17)1-2-13(12)20-14-7-18-4-3-11(14)15(23)19-6-10(22)8-21/h1-5,7,10,20-22H,6,8H2,(H,19,23)/t10-/m0/s1
    2.1.3 InChI Key
    VIUAUNHCRHHYNE-JTQLQIEISA-N
    2.1.4 Canonical SMILES
    C1=CC(=C(C=C1I)F)NC2=C(C=CN=C2)C(=O)NCC(CO)O
    2.1.5 Isomeric SMILES
    C1=CC(=C(C=C1I)F)NC2=C(C=CN=C2)C(=O)NC[C@@H](CO)O
    2.2 Other Identifiers
    2.2.1 UNII
    6ON9RK82AL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. As 703026

    2. As-703026

    3. As703026

    4. Msc-1236369b

    5. N-(2,3-dihydroxypropyl)-1-((2-fluoro-4-iodophenyl)amino)isonicotinamide

    2.3.2 Depositor-Supplied Synonyms

    1. 1236699-92-5

    2. As703026

    3. As-703026

    4. Pimasertib (as-703026)

    5. As 703026

    6. Msc1936369b

    7. 1204531-26-9

    8. Msc-1936369

    9. 6on9rk82al

    10. Msc1936369a

    11. Msc-1936369a

    12. Sar 245509

    13. Emd 1036239

    14. Emd-1036239

    15. (s)-n-(2,3-dihydroxypropyl)-3-((2-fluoro-4-iodophenyl)amino)isonicotinamide

    16. 4-pyridinecarboxamide, N-((2s)-2,3-dihydroxypropyl)-3-((2-fluoro-4-iodophenyl)amino)-

    17. N-((2s)-2,3-dihydroxypropyl)-3-((2-fluoro-4-iodophenyl)amino)pyridine-4-carboxamide

    18. N-[(2s)-2,3-dihydroxypropyl]-3-(2-fluoro-4-iodo-anilino)pyridine-4-carboxamide

    19. N-[(2s)-2,3-dihydroxypropyl]-3-[(2-fluoro-4-iodophenyl)amino]pyridine-4-carboxamide

    20. G-02443714

    21. (s)-n-(2,3-dihydroxypropyl)-3-(2-fluoro-4-iodophenylamino)isonicotinamide

    22. (s)-n-(2,3-dihydroxypropyl)-3-((2-fluoro-4-iodophenyl)amino)isonicotinamide.

    23. 4-pyridinecarboxamide, N-[(2s)-2,3-dihydroxypropyl]-3-[(2-fluoro-4-iodophenyl)amino]-

    24. Pimasertib [inn]

    25. Pimasertib [usan:inn]

    26. Unii-6on9rk82al

    27. N-[(2s)-2,3-dihydroxypropyl]-3-(2-fluoro-4-iodoanilino)pyridine-4-carboxamide

    28. Pimasertib (usan/inn)

    29. Pimasertib [usan]

    30. Pimasertib; As703026

    31. N-[(2s)-2,3-dihydroxypropyl]-3-[(2-fluoro-4-iodophenyl)amino]-4-pyridinecarboxamide

    32. Pimasertib [who-dd]

    33. Mls006010177

    34. Gtpl7872

    35. Schembl2720659

    36. Chembl2107832

    37. Chebi:94793

    38. Dtxsid40152870

    39. Ex-a403

    40. Bcpp000386

    41. Bcp02094

    42. Bdbm50014412

    43. Nsc755763

    44. Nsc800854

    45. Zinc38226009

    46. Akos022186348

    47. Bcp9000325

    48. Ccg-269018

    49. Cs-0198

    50. Db14904

    51. Nsc-755763

    52. Nsc-800854

    53. Ncgc00346530-01

    54. Ac-32862

    55. As-16324

    56. Hy-12042

    57. Smr004701285

    58. As703026,msc1936369b

    59. Sw219691-1

    60. C71933

    61. D10426

    62. A857420

    63. J-523298

    64. Brd-k89014967-001-01-9

    65. Q27088393

    66. As7030261236699-92-5

    67. As-703026;n-[(2s)-2,3-dihydroxypropyl]-3-[(2-fluoro-4-iodophenyl)amino]-4-pyridinecarboxamide;as-703026

    2.4 Create Date
    2009-09-14
    3 Chemical and Physical Properties
    Molecular Weight 431.20 g/mol
    Molecular Formula C15H15FIN3O3
    XLogP31.7
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass431.01422 g/mol
    Monoisotopic Mass431.01422 g/mol
    Topological Polar Surface Area94.5 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity391
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1