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    Cefquinome

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    PharmaCompass
    $ API Ref.Price (USD/KG) : 835Xls

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    2D Structure
    Also known as: 84957-30-2, Cobactan, Cefquinoma, Hr111v, Z74s078cwp, 1-[[(6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-5,6,7,8-tetrahydro-quinolinium inner salt
    Molecular Formula
    C23H24N6O5S2
    Molecular Weight
    528.6  g/mol
    InChI Key
    YWKJNRNSJKEFMK-PQFQYKRASA-N
    FDA UNII
    Z74S078CWP
    Cefquinome is a semisynthetic, broad-spectrum, fourth-generation aminothiazolyl cephalosporin with antibacterial activity. Cefquinome binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C23H24N6O5S2/c1-34-27-16(14-11-36-23(24)25-14)19(30)26-17-20(31)29-18(22(32)33)13(10-35-21(17)29)9-28-8-4-6-12-5-2-3-7-15(12)28/h4,6,8,11,17,21H,2-3,5,7,9-10H2,1H3,(H3-,24,25,26,30,32,33)/b27-16-/t17-,21-/m1/s1
    2.1.3 InChI Key
    YWKJNRNSJKEFMK-PQFQYKRASA-N
    2.1.4 Canonical SMILES
    CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-]
    2.1.5 Isomeric SMILES
    CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    Z74S078CWP
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hoe 111

    2. Hoe-111

    3. Hr 111v

    4. Hr-111v

    2.3.2 Depositor-Supplied Synonyms

    1. 84957-30-2

    2. Cobactan

    3. Cefquinoma

    4. Hr111v

    5. Z74s078cwp

    6. 1-[[(6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-5,6,7,8-tetrahydro-quinolinium Inner Salt

    7. Cefquinome (inn)

    8. (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

    9. Cefquinome [inn]

    10. Cefquinomum

    11. Cefquinome [inn:ban]

    12. Cefquinomum [inn-latin]

    13. Cefquinoma [inn-spanish]

    14. Unii-z74s078cwp

    15. Cefquinome [mi]

    16. Cobactan [veterinary] (tn)

    17. Schembl149896

    18. Chembl1631107

    19. Dtxsid00894103

    20. Akos025402360

    21. D07652

    22. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-5,6,7,8-tetrahydroquinolinium Hydroxide, Inner Salt, 7(sup 2)-(z)-(o-methyloxime)

    23. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-5,6,7,8-tetrahydroquinolinium Hydroxide, Inner Salt, 72-(z)-(o-methyloxime)

    24. Quinolinium, 1-((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-5,6,7,8-tetrahydro-, Hydroxide, Inner Salt, (6r-(6.alpha.,7.beta.(z)))-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 528.6 g/mol
    Molecular Formula C23H24N6O5S2
    XLogP31.5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count6
    Exact Mass528.12496023 g/mol
    Monoisotopic Mass528.12496023 g/mol
    Topological Polar Surface Area208 Ų
    Heavy Atom Count36
    Formal Charge0
    Complexity971
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1