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    Zoliflodacin

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
    $ API Ref.Price (USD/KG) : 23,569Xls

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    2D Structure
    Also known as: 1620458-09-4, Azd0914, Azd-0914, Zoliflodacin [usan], Etx0914, Etx-0914
    Molecular Formula
    C22H22FN5O7
    Molecular Weight
    487.4  g/mol
    InChI Key
    ZSWMIFNWDQEXDT-ZESJGQACSA-N
    FDA UNII
    FWL2263R77
    Zoliflodacin has been used in trials studying the basic science and treatment of Gonorrhoea.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4'R,6'S,7'S)-17'-fluoro-4',6'-dimethyl-13'-[(4S)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]spiro[1,3-diazinane-5,8'-5,15-dioxa-2,14-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(17),10,12(16),13-tetraene]-2,4,6-trione
    2.1.2 InChI
    InChI=1S/C22H22FN5O7/c1-8-7-33-21(32)28(8)17-12-4-11-5-22(18(29)24-20(31)25-19(22)30)16-10(3)34-9(2)6-27(16)14(11)13(23)15(12)35-26-17/h4,8-10,16H,5-7H2,1-3H3,(H2,24,25,29,30,31)/t8-,9+,10-,16+/m0/s1
    2.1.3 InChI Key
    ZSWMIFNWDQEXDT-ZESJGQACSA-N
    2.1.4 Canonical SMILES
    CC1CN2C(C(O1)C)C3(CC4=CC5=C(C(=C42)F)ON=C5N6C(COC6=O)C)C(=O)NC(=O)NC3=O
    2.1.5 Isomeric SMILES
    C[C@@H]1CN2[C@H]([C@@H](O1)C)C3(CC4=CC5=C(C(=C42)F)ON=C5N6[C@H](COC6=O)C)C(=O)NC(=O)NC3=O
    2.2 Other Identifiers
    2.2.1 UNII
    FWL2263R77
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (2r,4s,4as)-11-fluoro-2,4-dimethyl-8-((4s)-4-methyl-2-oxo-1,3-oxazolidin-3-yl)-1,2,4,4a-tetrahydro-2'h,6h-spiro((1,2)-oxazolo(4,5-g)(1,4)oxazino(4,3-a)quinoline-5,5'-pyrimidine)-2',4',6'(1'h,3'h)-trione

    2. Azd-0914

    3. Azd0914

    4. Etx-0914

    5. Etx0914

    2.3.2 Depositor-Supplied Synonyms

    1. 1620458-09-4

    2. Azd0914

    3. Azd-0914

    4. Zoliflodacin [usan]

    5. Etx0914

    6. Etx-0914

    7. Fwl2263r77

    8. (2r,4s,4as)-11-fluoro-2,4-dimethyl-8-((4s)-4-methyl-2-oxo-1,3-oxazolidin-3-yl)-1,2,4,4a-tetrahydro-2'h,6h-spiro((1,2)-oxazolo(4,5-g)(1,4)oxazino(4,3-a)quinoline-5,5'-pyrimidine)-2',4',6'(1'h,3'h)-trione

    9. Unii-fwl2263r77

    10. Zoliflodacin(azd0914)

    11. Zoliflodacin (usan/inn)

    12. Zoliflodacin [inn]

    13. Zoliflodacin [who-dd]

    14. Azd 0914 - Bio-x

    15. Chembl3544978

    16. Schembl15879500

    17. Gtpl10875

    18. Azd0914etx0914

    19. Ext0914

    20. Bdbm139376

    21. Dtxsid101028418

    22. Azd 0914

    23. Ex-a2620

    24. Ext-0914

    25. Etx0914; Azd0914; Zoliflodacin

    26. Db12817

    27. Ac-35757

    28. Ba164192

    29. Hy-17647

    30. Cs-0016917

    31. D11726

    32. Us8889671, 5

    33. Q27278240

    34. (2r,4s,4as)-11-fluoro-2,4-dimethyl-8-((s)-4-methyl-2-oxooxazolidin-3-yl)-1,2,4,4a-tetrahydro-2'h,6h-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(1'h,3'h)-trione

    35. (2r,4s,4as)-11-fluoro-2,4-dimethyl-8-((s)-4-methyl-2-oxooxazolidin-3-yl)-2,4,4a,6-tetrahydro-1h,1'h-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'h)-trione

    36. (4'r,6's,7's)-17'-fluoro-4',6'-dimethyl-13'-[(4s)-4-methyl-2-oxo-1,3-oxazolidin-3-yl]spiro[1,3-diazinane-5,8'-5,15-dioxa-2,14-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(17),10,12(16),13-tetraene]-2,4,6-trione

    37. (7s,11r,13s)-3-((4s)-2-oxo-4-methyltetrahydrooxazole-3-yl)-9-fluoro-11,13-dimethyl-8,7-(ethanoxymethano)-7,8,1',2',3',4'-hexahydrospiro[isoxazolo[4,5-g]quinoline-6(5h),5'(6'h)-pyrimidine]-2',4',6'-trione

    38. Spiro(isoxazolo(4,5-g)(1,4)oxazino(4,3-a)quinoline-5(6h),5'(2'h)-pyrimidine)-2',4',6'(1'h,3'h)-trione, 11-fluoro-1,2,4,4a-tetrahydro-2,4-dimethyl-8-((4s)-4-methyl-2-oxo-3-oxazolidinyl)-, (2r,4s,4as)-

    2.4 Create Date
    2014-08-04
    3 Chemical and Physical Properties
    Molecular Weight 487.4 g/mol
    Molecular Formula C22H22FN5O7
    XLogP31.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count1
    Exact Mass487.15032622 g/mol
    Monoisotopic Mass487.15032622 g/mol
    Topological Polar Surface Area143 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity962
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    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 gonococcal infection

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Topoisomerase II Inhibitors

    Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)