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    Panipenem

    ACTIVE PHARMA INGREDIENTS

    MARKET PLACE

    PharmaCompass
    Xls

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    2D Structure
    Also known as: 87726-17-8, Cs-533, Rs-533, Papm, (5r,6s)-3-[(3s)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, (5r,6s)-6-((r)-1-hydroxyethyl)-3-(((s)-1-(1-iminoethyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    Molecular Formula
    C15H21N3O4S
    Molecular Weight
    339.4  g/mol
    InChI Key
    TYMABNNERDVXID-DLYFRVTGSA-N
    FDA UNII
    W9769W09JF
    Panipenem is a broad-spectrum parenteral carbapenem with activity against aerobic, anaerobic, gram-positive and gram-negative organisms including non-fermenters. Panipenem is often co-administered with betamipron to prevent nephrotoxicity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (5R,6S)-3-[(3S)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C15H21N3O4S/c1-7(19)12-10-5-11(13(15(21)22)18(10)14(12)20)23-9-3-4-17(6-9)8(2)16/h7,9-10,12,16,19H,3-6H2,1-2H3,(H,21,22)/t7-,9+,10-,12-/m1/s1
    2.1.3 InChI Key
    TYMABNNERDVXID-DLYFRVTGSA-N
    2.1.4 Canonical SMILES
    CC(C1C2CC(=C(N2C1=O)C(=O)O)SC3CCN(C3)C(=N)C)O
    2.1.5 Isomeric SMILES
    C[C@H]([C@@H]1[C@H]2CC(=C(N2C1=O)C(=O)O)S[C@H]3CCN(C3)C(=N)C)O
    2.2 Other Identifiers
    2.2.1 UNII
    W9769W09JF
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 6-(1-hydroxyethyl)-2-(1--acetimidoylpyrrolidin-3-ylthio)-1-carbapen-2-em-3-carboxylic Acid

    2. Carbapenem Rs 533

    3. Carbapenem Rs-533

    4. Cs 533

    5. Cs-533

    2.3.2 Depositor-Supplied Synonyms

    1. 87726-17-8

    2. Cs-533

    3. Rs-533

    4. Papm

    5. (5r,6s)-3-[(3s)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl-6-[(1r)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    6. (5r,6s)-6-((r)-1-hydroxyethyl)-3-(((s)-1-(1-iminoethyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    7. W9769w09jf

    8. Carbapenem Rs-533

    9. Panipenemum

    10. (+)-(5r,6s)-3-(((s)-1-acetimidoyl-3-pyrrolidinyl)thio)-6-((r)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid

    11. Cs 533

    12. Panipenem [inn:jan]

    13. Panipenemum [inn-latin]

    14. Rs 533

    15. Penipanem

    16. Unii-w9769w09jf

    17. 6-(1-hydroxyethyl)-2-(1-acetimidoylpyrrolidin-3-ylthio)-1-carbaren-2-em-3-carboxylic Acid

    18. Panipenem [inn]

    19. Panipenem [jan]

    20. Panipenem [mi]

    21. Panipenem (jp17/inn)

    22. Panipenem [mart.]

    23. Panipenem [who-dd]

    24. Schembl150517

    25. Chebi:7911

    26. Chembl339323

    27. Gtpl12184

    28. Dtxsid20868982

    29. Carbenin (panipenem + Betamipron)

    30. Zinc3780837

    31. Akos015895977

    32. 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid, 6-(1-hydroxyethyl)-3-((1-(1-iminoethyl)-3-pyrrolidinyl)thio)-7-oxo-, (5r-(3(s*),5-alpha,6-alpha(r*)))-

    33. Ac-22713

    34. A13096

    35. D01048

    36. Q7131192

    37. (5r,6s)-2-[1-acetamidoylpyrrolidin-3(s)-ylthio]-6-[1(r)-hydroxyethyl]-2-carbapenem-3-carboxylic Acid

    38. (5r,6s)-6-((r)-1-hydroxyethyl)-3-(((s)-1-(1-iminoethyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 339.4 g/mol
    Molecular Formula C15H21N3O4S
    XLogP30
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count5
    Exact Mass339.12527733 g/mol
    Monoisotopic Mass339.12527733 g/mol
    Topological Polar Surface Area130 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity606
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1