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    Sulopenem

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: Cp-70429, Cp-70,429, 120788-07-0, Xx514bj1xw, (5r,6s)-6-((1r)-1-hydroxyethyl)-7-oxo-3-(((3s)-tetrahydro-3-thienyl)thio)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, (r)-s-oxide, Sulopenem [inn]
    Molecular Formula
    C12H15NO5S3
    Molecular Weight
    349.5  g/mol
    InChI Key
    FLSUCZWOEMTFAQ-PRBGKLEPSA-N
    FDA UNII
    XX514BJ1XW
    Sulopenem is a parenteral thiopenem with broad-spectrum antibacterial activity against most gram-positive and gram-negative bacteria. Sulopenem is not active against Pseudomonas aeruginosa. In addition, this agent is fairly stable against hydrolysis by various beta-lactamases.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(1R,3S)-1-oxothiolan-3-yl]sulfanyl-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C12H15NO5S3/c1-5(14)7-9(15)13-8(11(16)17)12(20-10(7)13)19-6-2-3-21(18)4-6/h5-7,10,14H,2-4H2,1H3,(H,16,17)/t5-,6+,7+,10-,21-/m1/s1
    2.1.3 InChI Key
    FLSUCZWOEMTFAQ-PRBGKLEPSA-N
    2.1.4 Canonical SMILES
    CC(C1C2N(C1=O)C(=C(S2)SC3CCS(=O)C3)C(=O)O)O
    2.1.5 Isomeric SMILES
    C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)S[C@H]3CC[S@@](=O)C3)C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    XX514BJ1XW
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cp 70429

    2. Cp-70,429

    3. Cp-70429

    2.3.2 Depositor-Supplied Synonyms

    1. Cp-70429

    2. Cp-70,429

    3. 120788-07-0

    4. Xx514bj1xw

    5. (5r,6s)-6-((1r)-1-hydroxyethyl)-7-oxo-3-(((3s)-tetrahydro-3-thienyl)thio)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid, (r)-s-oxide

    6. Sulopenem [inn]

    7. Sulopenem (usan/inn)

    8. Sulopenem [usan]

    9. Schembl2256409

    10. Chembl1908305

    11. Sulopenem, >=98% (hplc)

    12. Gtpl10862

    13. Dtxsid20869656

    14. Ex-a4518

    15. Zinc3781858

    16. Cp-65207-s

    17. Cp70429

    18. Db15284

    19. Ac-33244

    20. Hy-105284

    21. Cs-0025618

    22. D05969

    23. Q27294038

    24. (5r,6s)-6-((1r)-1-hydroxyethyl)-7-oxo-3-(((1r,3s)-1-oxotetrahydro-1h-1.lamba.(sup 4)-thiophen-3-yl)sulfanyl)-4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid

    25. (5r,6s)-6-[(1r)-1-hydroxyethyl]-7-oxo-3-[(1r,3s)-1-oxothiolan-3-yl]sulfanyl-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid

    26. 4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid, 6-((1r)-1-hydroxyethyl)-7-oxo-3-(((1r,3s)-tetrahydro-1-oxido-3-thienyl)thio)-, (5r,6s)-

    27. 4-thia-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic Acid, 6-(1-hydroxyethyl)-7-oxo-3-((tetrahydro-3-thienyl)thio)-, S-oxide, (5r-(3(1r*,3s*),5.alpha.,6.alpha.(r*)))-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 349.5 g/mol
    Molecular Formula C12H15NO5S3
    XLogP30
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count4
    Exact Mass349.01123610 g/mol
    Monoisotopic Mass349.01123610 g/mol
    Topological Polar Surface Area165 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity563
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1