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    Chemistry

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    Also known as: 931395-42-5, L-arginyl-l-isoleucyl-l-valyl-l-prolyl-l-alaninamide, Rivpa, Sgx94, Sgx942, Dusquetide (usan/inn)
    Molecular Formula
    C25H47N9O5
    Molecular Weight
    553.7  g/mol
    InChI Key
    ZUJBBVJXXYRPFS-DYKIIFRCSA-N
    Dusquetide
    Dusquetide is a synthetic, 5-amino acid peptide and Innate Defense Regulator (IDR), with immunomodulating, anti-inflammatory, anti-infective and anti-mucositis activities. Upon intravenous administration, dusquetide binds to the ZZ domain of sequestosome-1, also called p62, and activates regulatory signaling transduction pathways involved in the modulation of the innate immune system, such as those mediated by mitogen-activated protein kinase (MAPK) p38 and CCAAT-enhancer-binding protein. This agent promotes monocyte and macrophage recruitment to, and accelerates healing in damaged and infected tissue; it suppresses inflammation through the regulation of the expression of multiple cytokines. This agent may prevent or decrease chemo- or radiotherapy-induced mucositis as well as other types of infection. p62, an intracellular adaptor protein that functions downstream of certain signaling receptors, plays a key role in the activation of the innate immune system.
    1 2D Structure

    Dusquetide

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-1-[(2S)-2-[[(2S,3S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]-N-[(2S)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C25H47N9O5/c1-6-14(4)19(33-21(36)16(26)9-7-11-30-25(28)29)23(38)32-18(13(2)3)24(39)34-12-8-10-17(34)22(37)31-15(5)20(27)35/h13-19H,6-12,26H2,1-5H3,(H2,27,35)(H,31,37)(H,32,38)(H,33,36)(H4,28,29,30)/t14-,15-,16-,17-,18-,19-/m0/s1
    2.1.3 InChI Key
    ZUJBBVJXXYRPFS-DYKIIFRCSA-N
    2.1.4 Canonical SMILES
    CCC(C)C(C(=O)NC(C(C)C)C(=O)N1CCCC1C(=O)NC(C)C(=O)N)NC(=O)C(CCCN=C(N)N)N
    2.1.5 Isomeric SMILES
    CC[C@H](C)[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N)NC(=O)[C@H](CCCN=C(N)N)N
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Sgx94 Peptide

    2.2.2 Depositor-Supplied Synonyms

    1. 931395-42-5

    2. L-arginyl-l-isoleucyl-l-valyl-l-prolyl-l-alaninamide

    3. Rivpa

    4. Sgx94

    5. Sgx942

    6. Dusquetide (usan/inn)

    7. Arg-ile-val-pro-ala-nh2

    8. Sgx-94

    9. Chembl3545314

    10. Schembl16671001

    11. Imx-942

    12. Sgx-942

    13. Hy-p2076

    14. Cs-0107857

    15. J3.575.671j

    16. D11751

    17. Q27280772

    18. (2s)-1-[(2s)-2-[[(2s,3s)-2-[[(2s)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]-n-[(2s)-1-amino-1-oxopropan-2-yl]pyrrolidine-2-carboxamide

    2.3 Create Date
    2013-09-30
    3 Chemical and Physical Properties
    Molecular Weight 553.7 g/mol
    Molecular Formula C25H47N9O5
    XLogP3-2.7
    Hydrogen Bond Donor Count7
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count15
    Exact Mass553.37001563 g/mol
    Monoisotopic Mass553.37001563 g/mol
    Topological Polar Surface Area241 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity906
    Isotope Atom Count0
    Defined Atom Stereocenter Count6
    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

    Prevention of oral mucositis

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