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    Cadazolid

    MARKET PLACE

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 1025097-10-2, Act-179811, 2oea2un10y, 1-cyclopropyl-6-fluoro-7-[4-[[2-fluoro-4-[(5r)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenoxy]methyl]-4-hydroxypiperidin-1-yl]-4-oxoquinoline-3-carboxylic acid, 1-cyclopropyl-6-fluoro-7-(4-((2-fluoro-4-((r)-5-hydroxymethyl-2-oxooxazolidin-3-yl)phenoxy)methyl)-4-hydroxypiperidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, Cadazolid [inn]
    Molecular Formula
    C29H29F2N3O8
    Molecular Weight
    585.6  g/mol
    InChI Key
    XWFCFMXQTBGXQW-GOSISDBHSA-N
    FDA UNII
    2OEA2UN10Y
    Cadazolid is an oxazolidinone-type antibiotic, with activity against gram-positive bacteria, including Clostridium difficile. Although the exact mode of action through which cadazolid exerts its effect has yet to be fully elucidated, upon administration, this agent inhibits bacterial protein synthesis and leads to bacterial cell death.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-cyclopropyl-6-fluoro-7-[4-[[2-fluoro-4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenoxy]methyl]-4-hydroxypiperidin-1-yl]-4-oxoquinoline-3-carboxylic acid
    2.1.2 InChI
    InChI=1S/C29H29F2N3O8/c30-21-10-19-23(33(16-1-2-16)13-20(26(19)36)27(37)38)11-24(21)32-7-5-29(40,6-8-32)15-41-25-4-3-17(9-22(25)31)34-12-18(14-35)42-28(34)39/h3-4,9-11,13,16,18,35,40H,1-2,5-8,12,14-15H2,(H,37,38)/t18-/m1/s1
    2.1.3 InChI Key
    XWFCFMXQTBGXQW-GOSISDBHSA-N
    2.1.4 Canonical SMILES
    C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCC(CC4)(COC5=C(C=C(C=C5)N6CC(OC6=O)CO)F)O)F)C(=O)O
    2.1.5 Isomeric SMILES
    C1CC1N2C=C(C(=O)C3=CC(=C(C=C32)N4CCC(CC4)(COC5=C(C=C(C=C5)N6C[C@@H](OC6=O)CO)F)O)F)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    2OEA2UN10Y
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 1025097-10-2

    2. Act-179811

    3. 2oea2un10y

    4. 1-cyclopropyl-6-fluoro-7-[4-[[2-fluoro-4-[(5r)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenoxy]methyl]-4-hydroxypiperidin-1-yl]-4-oxoquinoline-3-carboxylic Acid

    5. 1-cyclopropyl-6-fluoro-7-(4-((2-fluoro-4-((r)-5-hydroxymethyl-2-oxooxazolidin-3-yl)phenoxy)methyl)-4-hydroxypiperidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

    6. Cadazolid [inn]

    7. Cadazolid [usan:inn]

    8. Unii-2oea2un10y

    9. Cadazolid (usan/inn)

    10. Cadazolid [usan]

    11. Cadazolid [who-dd]

    12. Schembl541618

    13. Cadazolid (act-179811)

    14. Chembl3707376

    15. Gtpl10767

    16. Dtxsid10145234

    17. Bcp20623

    18. Ex-a1438

    19. Act179811

    20. Cs-6972

    21. Db11847

    22. Ac-35473

    23. Hy-100436

    24. J3.437.086i

    25. D11207

    26. A900061

    27. Q15408418

    28. (r)-1-cyclopropyl-6-fluoro-7-(4-((2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenoxy)methyl)-4-hydroxypiperidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

    29. 3-quinolinecarboxylic Acid, 1-cyclopropyl-6-fluoro-7-(4-((2-fluoro-4-((5r)-5-(hydroxymethyl)-2-oxo-3-oxazolidinyl)phenoxy)methyl)-4-hydroxy-1-piperidinyl)-1,4-dihydro-4-oxo-

    30. Jjh

    2.4 Create Date
    2009-11-02
    3 Chemical and Physical Properties
    Molecular Weight 585.6 g/mol
    Molecular Formula C29H29F2N3O8
    XLogP33.1
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count8
    Exact Mass585.19227122 g/mol
    Monoisotopic Mass585.19227122 g/mol
    Topological Polar Surface Area140 Ų
    Heavy Atom Count42
    Formal Charge0
    Complexity1100
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    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 Clostridium difficile infection