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    Also known as: Sodium methicillin, Meticillin sodium, 132-92-3, Methicillin sodium salt, Dimocillin sodium, Staphcillin
    Molecular Formula
    C17H19N2NaO6S
    Molecular Weight
    402.4  g/mol
    InChI Key
    MGFZNWDWOKASQZ-UMLIZJHQSA-M
    FDA UNII
    NBQ410S76Y
    Methicillin
    One of the PENICILLINS which is resistant to PENICILLINASE but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.
    1 2D Structure

    Methicillin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
    2.1.2 InChI
    InChI=1S/C17H20N2O6S.Na/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4;/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23);/q;+1/p-1/t11-,12+,15-;/m1./s1
    2.1.3 InChI Key
    MGFZNWDWOKASQZ-UMLIZJHQSA-M
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C3=C(C=CC=C3OC)OC)C(=O)[O-])C.[Na+]
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3=C(C=CC=C3OC)OC)C(=O)[O-])C.[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    NBQ410S76Y
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dimethoxyphenyl Penicillin

    2. Methicillin

    3. Methicillin Hydrate, Monosodium Salt

    4. Methicillin Monohydrate, Monosodium Salt

    5. Meticillin

    6. Metin

    7. Penicillin, Dimethoxyphenyl

    8. Staphcillin

    2.3.2 Depositor-Supplied Synonyms

    1. Sodium Methicillin

    2. Meticillin Sodium

    3. 132-92-3

    4. Methicillin Sodium Salt

    5. Dimocillin Sodium

    6. Staphcillin

    7. Celbenin

    8. Methicillin Sodium Anhydrous

    9. Meticillin Sodium Salt

    10. Methicillin (sodium Salt)

    11. Nbq410s76y

    12. Belfacillin

    13. Synticillin

    14. Penaureus

    15. Staficyn

    16. Chebi:52065

    17. Estafcilina

    18. Celpilline

    19. Cinopenil

    20. Flabelline

    21. Lucopenin

    22. Penysol

    23. Dimocillin-r-2

    24. Chembl1164

    25. Smr000539526

    26. Sodium Dimethoxyphenylpencillin

    27. Sq-16123

    28. Einecs 205-083-9

    29. 2,6-dimethoxyphenyl Penicillin Sodium

    30. Unii-nbq410s76y

    31. Sq 16123

    32. Sodium 6beta-(2,6-dimethoxybenzamido)penicillanate

    33. Sodium (2,6-dimethoxyphenyl)penicillin

    34. Sodium 6beta-(2,6-dimethoxybenzamido)-2,2-dimethylpenam-3alpha-carboxylate

    35. Sodium (2s,5r,6r)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    36. Schembl34135

    37. Mls001304185

    38. Mls002695968

    39. Spectrum1500395

    40. Methicillin Sodium Salt, 90%

    41. Methicillin Sodium [mi]

    42. Hms500e22

    43. Dtxsid30872398

    44. Hms1920l15

    45. Hms2091d10

    46. Hms3715g20

    47. Meticillin Sodium [who-dd]

    48. Hy-b0974

    49. Ccg-39483

    50. Mfcd07787409

    51. Akos015900096

    52. Cs-4464

    53. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-, Monosodium Salt

    54. Q27123143

    55. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-,sodium Salt(1:1),(2s,5r,6r)-

    56. Sodium (2s,5r,6r)-6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 402.4 g/mol
    Molecular Formula C17H19N2NaO6S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count5
    Exact Mass402.08615179 g/mol
    Monoisotopic Mass402.08615179 g/mol
    Topological Polar Surface Area133 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity606
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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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