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    Moxalactam
    Also known as: Moxam, Latamoxef sodium, Shiomarin, Latamoxef disodium, Moxalactam sodium, Disodium latamoxef
    Molecular Formula
    C20H18N6Na2O9S
    Molecular Weight
    564.4  g/mol
    InChI Key
    GRIXGZQULWMCLU-HUTAOCTPSA-L
    FDA UNII
    5APW73W3QZ
    Broad- spectrum beta-lactam antibiotic similar in structure to the CEPHALOSPORINS except for the substitution of an oxaazabicyclo moiety for the thiaazabicyclo moiety of certain CEPHALOSPORINS. It has been proposed especially for the meningitides because it passes the blood-brain barrier and for anaerobic infections.
    1 2D Structure

    Moxalactam

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    disodium;(6R,7R)-7-[[2-carboxylato-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
    2.1.2 InChI
    InChI=1S/C20H20N6O9S.2Na/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9;;/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32);;/q;2*+1/p-2/t12?,18-,20+;;/m1../s1
    2.1.3 InChI Key
    GRIXGZQULWMCLU-HUTAOCTPSA-L
    2.1.4 Canonical SMILES
    CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)[O-])OC)OC2)C(=O)[O-].[Na+].[Na+]
    2.1.5 Isomeric SMILES
    CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C(C4=CC=C(C=C4)O)C(=O)[O-])OC)OC2)C(=O)[O-].[Na+].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    5APW73W3QZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1 Oxacephalosporin

    2. 1-oxacephalosporin

    3. 6059 S

    4. 6059-s

    5. 6059s

    6. Disodium Latamoxef

    7. Disodium Moxalactam

    8. Disodium, Moxalactam

    9. Festamoxin

    10. Lamoxactam

    11. Latamoxef

    12. Latamoxef, Disodium

    13. Lilly 127935

    14. Ly 127935

    15. Ly-127935

    16. Ly127935

    17. Moxalactam

    18. Moxalactam, Disodium

    19. S 6059

    20. S-6059

    21. S6059

    22. Shiomarin

    2.3.2 Depositor-Supplied Synonyms

    1. Moxam

    2. Latamoxef Sodium

    3. Shiomarin

    4. Latamoxef Disodium

    5. Moxalactam Sodium

    6. Disodium Latamoxef

    7. 64953-12-4

    8. Moxalactam Disodium Salt

    9. Latamoxefum Dinatricum

    10. Ly-127935

    11. Moxalactam Disodium [usan]

    12. 5apw73w3qz

    13. Ly127935

    14. Nsc-757107

    15. 6059-s

    16. Moxalactam Disodium (usan)

    17. Dsstox_cid_25595

    18. Dsstox_rid_80988

    19. Dsstox_gsid_45595

    20. N-((6r,7r)-2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-en-7-yl)-2-(p-hydroxyphenyl)malonamic Acid Disodium Salt

    21. Shionogi 6059s

    22. Antibiotic 6059-s

    23. Moxalactam Sodium Salt

    24. 5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt

    25. Unii-5apw73w3qz

    26. Festamoxinly

    27. Ly 127935

    28. Moxalactam Disodium [usan:usp]

    29. Prestwick_33

    30. Shiomarin (tn)

    31. Ncgc00017130-01

    32. Einecs 265-288-4

    33. Cas-64953-12-4

    34. Antibiotic 6059s

    35. Moxam (tn)

    36. 6059s

    37. Latamoxef Sodium (jp17)

    38. Schembl49015

    39. Spectrum1500418

    40. Latamoxef Sodium [jan]

    41. Chembl1200357

    42. Dtxsid0045595

    43. Hms502n11

    44. Latamoxef Sodium [who-dd]

    45. Hms1570d19

    46. Hms1920p05

    47. Hms2091h04

    48. Latamoxef Disodium [mart.]

    49. Moxalactam Disodium [vandf]

    50. Tox21_110793

    51. Ccg-40101

    52. Mfcd03427565

    53. Moxalactam Disodium Salt [mi]

    54. Akos025310623

    55. Tox21_110793_1

    56. Nsc 757107

    57. Moxalactam Disodium [orange Book]

    58. Ncgc00178851-03

    59. 6059 S

    60. D02198

    61. S-6059

    62. A899855

    63. Q27261755

    64. (6r,7r)-7-[[(2r)-2-carboxy-2-(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, Disodium Salt

    65. (6r,7r)-7-[[2-carboxy(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1h-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Disodium Salt

    66. Disodium 7-((carboxylato(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 564.4 g/mol
    Molecular Formula C20H18N6Na2O9S
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count13
    Rotatable Bond Count7
    Exact Mass564.06513591 g/mol
    Monoisotopic Mass564.06513591 g/mol
    Topological Polar Surface Area237 Ų
    Heavy Atom Count38
    Formal Charge0
    Complexity947
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

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