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    Lifirafenib

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
    $ API Ref.Price (USD/KG) : 11,885Xls

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    2D Structure
    Also known as: Lifirafenib, Bgb-283, 1446090-77-2, 1446090-79-4, Bgb283, Lifirafenib [usan]
    Molecular Formula
    C25H17F3N4O3
    Molecular Weight
    478.4  g/mol
    InChI Key
    NGFFVZQXSRKHBM-FKBYEOEOSA-N
    FDA UNII
    8762XZS5ZF
    Lifirafenib is an inhibitor of the serine/threonine protein kinase B-raf (BRAF) and epidermal growth factor receptor (EGFR), with potential antineoplastic activity. Lifirafenib selectively binds to and inhibits the activity of BRAF and certain BRAF mutant forms, and EGFR. This prevents BRAF- and EGFR-mediated signaling and inhibits the proliferation of tumor cells that either contain a mutated BRAF gene or express over-activated EGFR. In addition, BGB-283 inhibits mutant forms of the Ras proteins K-RAS and N-RAS. BRAF and EGFR are mutated or upregulated in many tumor cell types.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-[[(1R,1aS,6bR)-1-[6-(trifluoromethyl)-1H-benzimidazol-2-yl]-1a,6b-dihydro-1H-cyclopropa[b][1]benzofuran-5-yl]oxy]-3,4-dihydro-1H-1,8-naphthyridin-2-one
    2.1.2 InChI
    InChI=1S/C25H17F3N4O3/c26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23/h1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33)/t20-,21-,22-/m0/s1
    2.1.3 InChI Key
    NGFFVZQXSRKHBM-FKBYEOEOSA-N
    2.1.4 Canonical SMILES
    C1CC(=O)NC2=NC=CC(=C21)OC3=CC4=C(C=C3)OC5C4C5C6=NC7=C(N6)C=C(C=C7)C(F)(F)F
    2.1.5 Isomeric SMILES
    C1CC(=O)NC2=NC=CC(=C21)OC3=CC4=C(C=C3)O[C@H]5[C@@H]4[C@@H]5C6=NC7=C(N6)C=C(C=C7)C(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    8762XZS5ZF
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-((1-(6-(trifluoromethyl)-1h-benzo(d)imidazol-2-yl)-1a,6b-dihydro-1h-cyclopropa(b)benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyrdin-2(1h)-one

    2. Bgb-283

    3. Lifrafenib

    2.3.2 Depositor-Supplied Synonyms

    1. Lifirafenib

    2. Bgb-283

    3. 1446090-77-2

    4. 1446090-79-4

    5. Bgb283

    6. Lifirafenib [usan]

    7. 5-(((1r,1as,6br)-1-(6-(trifluoromethyl)-1h-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1h-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1h)-one

    8. Bgb 283

    9. 8762xzs5zf

    10. 5-(((1r,1as,6br)-1-(6-(trifluoromethyl)-1h-benzimidazol-2-yl)-1a,6b-dihydro-1h-cyclopropa(b)benzofuran-5-yl)oxy)-3,4-dihydro-1h-1,8-naphthyridin-2-one

    11. 5-[[(1r,1as,6br)-1-[6-(trifluoromethyl)-1h-benzimidazol-2-yl]-1a,6b-dihydro-1h-cyclopropa[b][1]benzofuran-5-yl]oxy]-3,4-dihydro-1h-1,8-naphthyridin-2-one

    12. 1,8-naphthyridin-2(1h)-one, 5-(((1r,1as,6br)-1a,6b-dihydro-1-(6-(trifluoromethyl)-1h-benzimidazol-2-yl)-1h-cyclopropa(b)benzofuran-5-yl)oxy)-3,4-dihydro-

    13. 5-({(1r,1as,6br)-1-[5-(trifluoromethyl)-1h-benzimidazol-2-yl]-1a,6b-dihydro-1h-cyclopropa[b][1]benzofuran-5-yl}oxy)-3,4-dihydro-1,8-naphthyridin-2(1h)-one

    14. Compound 2.2b

    15. 5-{{(1r,1as,6br)-1-[5-(trifluoromethyl)-1h-benzimidazol-2-yl]-1a,6b-dihydro-1h-cyclopropa[b][1]benzofuran-5-yl}oxy}-3,4-dihydro-1,8-naphthyridin-2(1h)-one

    16. Lifirafenib [inn]

    17. Lifirafenib (usan/inn)

    18. Unii-8762xzs5zf

    19. Bgb-283;beigene-283

    20. Lifirafenib [who-dd]

    21. Gtpl8958

    22. Chembl4209157

    23. Schembl15085288

    24. Bdbm372968

    25. Ex-a1473

    26. Us9895376, Compound 2.2b

    27. Whc09077

    28. Whc09079

    29. Lifirafenib;bgb-283;beigene-283

    30. Bdbm50453816

    31. Who 10554

    32. Zinc68764621

    33. Cs-6308

    34. Db14773

    35. Ac-35880

    36. Ac-36373

    37. Hy-18957

    38. D11410

    39. A900647

    40. Q27075193

    41. 3k3

    2.4 Create Date
    2015-02-13
    3 Chemical and Physical Properties
    Molecular Weight 478.4 g/mol
    Molecular Formula C25H17F3N4O3
    XLogP33.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count3
    Exact Mass478.12527490 g/mol
    Monoisotopic Mass478.12527490 g/mol
    Topological Polar Surface Area89.1 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity845
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1