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    Alatrofloxacin

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: Alatrofloxacin [inn], 146961-76-4, 7qvv6i50dt, 157182-32-6, Alatrofloxacin (inn), 7-((1r,5s,6s)-6-((s)-2-((s)-2-aminopropanamido)propanamido)-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
    Molecular Formula
    C26H25F3N6O5
    Molecular Weight
    558.5  g/mol
    InChI Key
    UUZPPAMZDFLUHD-LZGARRQBSA-N
    FDA UNII
    7QVV6I50DT
    Alatrofloxacin is a fluoroquinolone antibiotic developed by Pfizer, delivered as a mesylate salt. It was withdrawn from the U.S. market in 2001.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    7-[(1R,5S)-6-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]propanoyl]amino]-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
    2.1.2 InChI
    InChI=1S/C26H25F3N6O5/c1-10(30)24(37)31-11(2)25(38)32-20-14-7-34(8-15(14)20)23-18(29)6-13-21(36)16(26(39)40)9-35(22(13)33-23)19-4-3-12(27)5-17(19)28/h3-6,9-11,14-15,20H,7-8,30H2,1-2H3,(H,31,37)(H,32,38)(H,39,40)/t10-,11-,14-,15+,20?/m0/s1
    2.1.3 InChI Key
    UUZPPAMZDFLUHD-LZGARRQBSA-N
    2.1.4 Canonical SMILES
    CC(C(=O)NC(C)C(=O)NC1C2C1CN(C2)C3=C(C=C4C(=O)C(=CN(C4=N3)C5=C(C=C(C=C5)F)F)C(=O)O)F)N
    2.1.5 Isomeric SMILES
    C[C@@H](C(=O)N[C@@H](C)C(=O)NC1[C@H]2[C@@H]1CN(C2)C3=C(C=C4C(=O)C(=CN(C4=N3)C5=C(C=C(C=C5)F)F)C(=O)O)F)N
    2.2 Other Identifiers
    2.2.1 UNII
    7QVV6I50DT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Alatrofloxacin Mesylate

    2. Cp 116,517

    3. Cp 116517

    4. Cp-116,517

    5. Cp-116517

    6. Trovan

    2.3.2 Depositor-Supplied Synonyms

    1. Alatrofloxacin [inn]

    2. 146961-76-4

    3. 7qvv6i50dt

    4. 157182-32-6

    5. Alatrofloxacin (inn)

    6. 7-((1r,5s,6s)-6-((s)-2-((s)-2-aminopropanamido)propanamido)-3-azabicyclo[3.1.0]hexan-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic Acid

    7. 7-[(1r,5s)-6-[[(2s)-2-[[(2s)-2-aminopropanoyl]amino]propanoyl]amino]-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic Acid

    8. Unii-7qvv6i50dt

    9. Alatrofloxacin [vandf]

    10. Schembl140567

    11. Schembl7616277

    12. Alatrofloxacin [who-dd]

    13. Chembl1201197

    14. Dtxsid4057893

    15. Chebi:135829

    16. Zinc100067477

    17. Zinc245224310

    18. Db09335

    19. Hy-16035

    20. L-alaninamide, L-alanyl-n-((1alpha,5alpha,6alpha)-3-(6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl)-3-azabicyclo(310)hex-6-yl)-

    21. L-alaninamide, L-alanyl-n-(3-(6-carboxy-8-(2,4-difluorophenyl)-3-fluoro-5,8-dihydro-5-oxo-1,8-naphthyridin-2-yl)-3-azabicyclo(310)hex-6-yl)-, (1alpha,5alpha,6alpha)-

    22. Cs-0006126

    23. D07562

    24. 7-((1r,5s,6s)-6-((s)-2-((s)-2-aminopropionamido)propionamido)-3-azabicyclo(3.1.0)hex-3-yl)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid

    2.4 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 558.5 g/mol
    Molecular Formula C26H25F3N6O5
    XLogP3-0.2
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass558.18385241 g/mol
    Monoisotopic Mass558.18385241 g/mol
    Topological Polar Surface Area158 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity1080
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Infective Agents

    Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)

    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.)