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    Pimodivir

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    INTERMEDIATES

    DIGITAL CONTENT

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    2D Structure
    Also known as: 1629869-44-8, Vx-787, Pimodivir [usan], Jnj872, Jnj-63623872, Vx-787 anhydrous base
    Molecular Formula
    C20H19F2N5O2
    Molecular Weight
    399.4  g/mol
    InChI Key
    JGPXDNKSIXAZEQ-SBBZOCNPSA-N
    FDA UNII
    DFC121MXC3
    Pimodivir is an orally bioavailable non-nucleoside inhibitor of the polymerase basic protein 2 (PB2) subunit of the influenza A virus polymerase complex with potential antiviral activity. Upon administration, pimodivir occupies the 7-methyl GTP (m7GTP) binding site of PB2, thereby blocking the cap-snatching activity of the influenza polymerase complex and inhibiting the synthesis of viral mRNA. PB2 is one of three subunits that make up the influenza A viral polymerase complex, which is responsible for replication and transcription of the viral RNA (vRNA) genome in the nuclei of infected cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3S)-3-[[5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C20H19F2N5O2/c21-11-5-12-13(7-24-17(12)23-6-11)18-25-8-14(22)19(27-18)26-16-10-3-1-9(2-4-10)15(16)20(28)29/h5-10,15-16H,1-4H2,(H,23,24)(H,28,29)(H,25,26,27)/t9?,10?,15-,16-/m0/s1
    2.1.3 InChI Key
    JGPXDNKSIXAZEQ-SBBZOCNPSA-N
    2.1.4 Canonical SMILES
    C1CC2CCC1C(C2NC3=NC(=NC=C3F)C4=CNC5=C4C=C(C=N5)F)C(=O)O
    2.1.5 Isomeric SMILES
    C1CC2CCC1[C@@H]([C@H]2NC3=NC(=NC=C3F)C4=CNC5=C4C=C(C=N5)F)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    DFC121MXC3
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2s,3s)-3-((5-fluoro-2-(5-fluoro-1h-pyrrolo(2,3-b)pyridin-3-yl)-4-pyrimidinyl)amino)bicyclo(2.2.2)octane-2-carboxylic Acid

    2. Bicyclo(2.2.2)octane-2-carboxylic Acid, 3-((5-fluoro-2-(5-fluoro-1h-pyrrolo(2,3-b)pyridin-3-yl)-4-pyrimidinyl)amino)-, (2s,3s)-

    3. Jnj-63623872

    4. Vx-787

    2.3.2 Depositor-Supplied Synonyms

    1. 1629869-44-8

    2. Vx-787

    3. Pimodivir [usan]

    4. Jnj872

    5. Jnj-63623872

    6. Vx-787 Anhydrous Base

    7. Jnj-63623872-zcd

    8. Jnj63623872

    9. Dfc121mxc3

    10. Chembl3318007

    11. Jnj-872

    12. (2s,3s)-3-((5-fluoro-2-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic Acid

    13. (2s,3s)-3-[[5-fluoranyl-2-(5-fluoranyl-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic Acid

    14. Bicyclo(2.2.2)octane-2-carboxylic Acid, 3-((5-fluoro-2-(5-fluoro-1h-pyrrolo(2,3-b)pyridin-3-yl)-4-pyrimidinyl)amino)-, (2s,3s)-

    15. (2s,3s)-3-[[5-fluoro-2-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic Acid

    16. 21g

    17. Pimodivir(vx-787

    18. 4p1u

    19. Pimodivir [inn]

    20. Pimodivir (usan/inn)

    21. Pimodivir (vx-787)

    22. Unii-dfc121mxc3

    23. Pimodivir [who-dd]

    24. Schembl2128140

    25. Schembl16728380

    26. Schembl20150447

    27. Dtxsid801028095

    28. Ex-a1387

    29. Bdbm50050712

    30. Hy-12353a

    31. Zinc98208077

    32. At13207

    33. Cs-6423

    34. Db14974

    35. Vx -787

    36. Ncgc00510523-01

    37. Ac-30922

    38. Jnj - 63623872 - Zcd

    39. D11287

    40. Q27276370

    41. (1r,2s,3s,4r)-3-{[5-fluoro-2-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino}bicyclo[2.2.2]octane-2-carboxylic Acid

    42. (2s,3s)-3-((5-fluoro-2-(5-fluoro-1h-pyrrolo(2,3-b)pyridin- 3-yl)pyrimidin-4-yl)amino)bicyclo(2.2.2)octane-2-carboxylic Acid

    43. (2s,3s)-3-(5-fluoro-2-(5-fluoro-1h-pyrrolo(2,3-b)pyridin-3-yl)pyrimidin-4-ylamino)bicyclo(2.2.2)octane-2-carboxylic Acid

    44. 1259366-34-1

    45. 3-[[5-fluoro-2-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic Acid; Vx787; (2s,3s)-3-((5-fluoro-2-(5-fluoro-1h-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic Acid

    2.4 Create Date
    2012-11-30
    3 Chemical and Physical Properties
    Molecular Weight 399.4 g/mol
    Molecular Formula C20H19F2N5O2
    XLogP33.8
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count4
    Exact Mass399.15068119 g/mol
    Monoisotopic Mass399.15068119 g/mol
    Topological Polar Surface Area104 Ų
    Heavy Atom Count29
    Formal Charge0
    Complexity620
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of influenza