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    Pomaglumetad Methionil

    DEVELOPMENTS

    PharmaCompass
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    2D Structure
    Also known as: Ly2140023 monohydrate, 956385-05-0, Ly-2140023 monohydrate, Pomaglumetad metionilo, We665jb15r, (1r,4s,5s,6s)-4-(l-methionylamino)-2-thiabicyclo(3.1.0)hexane-4,6-dicarboxylic acid 2,2-dioxide monohydrate
    Molecular Formula
    C12H20N2O8S2
    Molecular Weight
    384.4  g/mol
    InChI Key
    HQMAHCKDJKNYEK-LBMFEJOUSA-N
    FDA UNII
    WE665JB15R
    a potent and selective methionil prodrug of the metabotropic glutamate
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1R,4S,5S,6S)-4-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-2,2-dioxo-26-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic acid;hydrate
    2.1.2 InChI
    InChI=1S/C12H18N2O7S2.H2O/c1-22-3-2-5(13)9(15)14-12(11(18)19)4-23(20,21)8-6(7(8)12)10(16)17;/h5-8H,2-4,13H2,1H3,(H,14,15)(H,16,17)(H,18,19);1H2/t5-,6+,7+,8-,12-;/m0./s1
    2.1.3 InChI Key
    HQMAHCKDJKNYEK-LBMFEJOUSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    WE665JB15R
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ly2140023 Monohydrate

    2.3.2 Depositor-Supplied Synonyms

    1. Ly2140023 Monohydrate

    2. 956385-05-0

    3. Ly-2140023 Monohydrate

    4. Pomaglumetad Metionilo

    5. We665jb15r

    6. (1r,4s,5s,6s)-4-(l-methionylamino)-2-thiabicyclo(3.1.0)hexane-4,6-dicarboxylic Acid 2,2-dioxide Monohydrate

    7. Dtxsid00212944

    8. 4-(((2s)-2-amino-4-(methylthio)butanoyl)amino)-2-thiabicyclo(3.1.0)hexane-4,6-dicarboxylic Acid 2,2-dioxide Hydrate, 1r,4s,5s,6s

    9. Pomaglumetadum Methionilum

    10. Refchem:175219

    11. Dtxcid30135435

    12. 2-thiabicyclo(3.1.0)hexane-4,6-dicarboxylic Acid, 4-(((2s)-2-amino-4-(methylthio)-1-oxobutyl)amino)-, 2,2-dioxide, Hydrate (1:1), (1r,4s,5s,6s)-

    13. 691-416-7

    14. Pomaglumetad Methionil [usan]

    15. Pomaglumetad Methionil (usan)

    16. (1r,4s,5s,6s)-4-((s)-2-amino-4-(methylthio)butanamido)-2-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic Acid 2,2-dioxide Hydrate

    17. (1r,4s,5s,6s)-4-[[(2s)-2-amino-4-methylsulfanylbutanoyl]amino]-2,2-dioxo-2lambda6-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic Acid;hydrate

    18. Unii-we665jb15r

    19. Pomaglumetad Methionil Hydrate

    20. Orb1708826

    21. Schembl1100180

    22. Chembl2105707

    23. Dtxsid10241907

    24. Pomaglumetad Methionil Monohydrate

    25. Akos040735205

    26. Hy-105040

    27. Cs-0024754

    28. D09949

    29. Q27292586

    30. (1r,4s,5s,6s)-4-(2s-4-methylthio-2-aminobutanonyl)amino-2,2-dioxo-2lambda6-thia- Bicyclo(3.1.0)hexane-4,6-dicarboxylic Acid Monohydrate

    31. (1r,4s,5s,6s)-4-(l-methionylamino)-2,2-dioxo-2gamma6-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic Acid-water (1:1)

    32. (1r,4s,5s,6s)-4-(l-methionylamino)-2,2-dioxo-2lambda~6~-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic Acid--water (1/1)

    33. (1r,4s,5s,6s)-4-[[(2s)-2-amino-4-methylsulfanylbutanoyl]amino]-2,2-dioxo-2

    34. E6-thiabicyclo[3.1.0]hexane-4,6-dicarboxylic Acid;hydrate

    35. 2-thiabicyclo(3.1.0)hexane-4,6-dicarboxylic Acid, 4-(((2s)-2-amino-4-(methylthio)-1- Oxobutyl)amino)-, 2,2-dioxide, Hydrate (1:1), (1r,4s,5s,6s)-

    2.4 Create Date
    2012-03-21
    3 Chemical and Physical Properties
    Molecular Weight 384.4 g/mol
    Molecular Formula C12H20N2O8S2
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count7
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area199
    Heavy Atom Count24
    Formal Charge0
    Complexity644
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in psychosis and schizophrenia and schizoaffective disorders.

    5 Pharmacology and Biochemistry
    5.1 Mechanism of Action

    LY2140023 is an antipsychotic agent that is a metabotropic glutamate 2/3 receptor agonist. This agent has a new mechanism of action that is efficacious in treating schizophrenia and potentially other neuropsychiatric conditions. Once absorbed, LY2140023 is efficiently hydrolyzed to produce the active mGlu2/3 receptor agonist LY404039. LY404039 and other mGlu2/3 agonists do not directly interact with dopamine or serotonin (5-HT2A) receptors. However, 'functional' 5-HT2A receptor antagonism in the prefrontal cortex may represent a common mechanism shared by clinically effective atypical antipsychotics and mGlu2/3 receptor agonists, and may contribute to the antipsychotic actions of LY2140023.

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