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    Trofinetide

    ACTIVE PHARMA INGREDIENTS

    DEVELOPMENTS

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

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    2D Structure
    Also known as: 853400-76-7, Nnz-2566, Trofinetide [inn], Trofinetide [usan], Z2me8f52ql, L-glutamic acid, glycyl-2-methyl-l-prolyl-
    Molecular Formula
    C13H21N3O6
    Molecular Weight
    315.32  g/mol
    InChI Key
    BUSXWGRAOZQTEY-SDBXPKJASA-N
    FDA UNII
    Z2ME8F52QL
    Trofinetide (NNZ-2566), a neuroprotective analogue of [glypromate], is a novel molecule that has a profile suitable for both intravenous infusion and chronic oral delivery. It is currently in development to treat traumatic brain injury.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-[[(2S)-1-(2-aminoacetyl)-2-methylpyrrolidine-2-carbonyl]amino]pentanedioic acid
    2.1.2 InChI
    InChI=1S/C13H21N3O6/c1-13(5-2-6-16(13)9(17)7-14)12(22)15-8(11(20)21)3-4-10(18)19/h8H,2-7,14H2,1H3,(H,15,22)(H,18,19)(H,20,21)/t8-,13-/m0/s1
    2.1.3 InChI Key
    BUSXWGRAOZQTEY-SDBXPKJASA-N
    2.1.4 Canonical SMILES
    CC1(CCCN1C(=O)CN)C(=O)NC(CCC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    C[C@]1(CCCN1C(=O)CN)C(=O)N[C@@H](CCC(=O)O)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    Z2ME8F52QL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Glycyl-l-2-methylprolyl-l-glutamic Acid

    2.3.2 Depositor-Supplied Synonyms

    1. 853400-76-7

    2. Nnz-2566

    3. Trofinetide [inn]

    4. Trofinetide [usan]

    5. Z2me8f52ql

    6. L-glutamic Acid, Glycyl-2-methyl-l-prolyl-

    7. Acp-2566

    8. ((s)-1-glycyl-2-methylpyrrolidine-2-carbonyl)-l-glutamic Acid

    9. Unii-z2me8f52ql

    10. Nnz 2566

    11. Glycyl-l-2-methylprolyl-l-glutamic Acid

    12. Glycyl-2-methyl-l-prolyl-l-glutamic Acid

    13. Trofinetide(nnz2566)

    14. Trofinetide [who-dd]

    15. Chembl197084

    16. Schembl1170014

    17. Gly-2-methyl-l-pro-l-glu-oh

    18. Dtxsid101336041

    19. Who 10076

    20. Cs-8154

    21. Db06045

    22. Hy-16757

    23. A16972

    24. Q27294917

    25. (2s)-2-[[(2s)-1-(2-aminoacetyl)-2-methylpyrrolidine-2-carbonyl]amino]pentanedioic Acid

    2.4 Create Date
    2006-10-26
    3 Chemical and Physical Properties
    Molecular Weight 315.32 g/mol
    Molecular Formula C13H21N3O6
    XLogP3-3.9
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count7
    Exact Mass315.14303540 g/mol
    Monoisotopic Mass315.14303540 g/mol
    Topological Polar Surface Area150 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity480
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in traumatic brain injuries.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    NNZ-2566 is shown to have multi-faceted action to significantly reduce both inflammation and apoptosis (cell death), protecting the neurons and their surrounding infrastructure.