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    Emapticap pegol

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    2D Structure
    Also known as: Emapticap pegol, Olaptesed pegol, Nox-a12 free acid, Nox-e36 free acid, Emapticap pegol [inn], Olaptesed pegol [inn]
    Molecular Formula
    C18H37N2O10P
    Molecular Weight
    472.5  g/mol
    InChI Key
    QJAGBAPUFWBVSD-UHFFFAOYSA-N
    Olaptesed Pegol is a 45-mer L-stereoisomer RNA oligonucleotide linked to a 40 kDa polyethyleneglycol that targets the small chemokine stromal cell-derived factor 1 (SDF-1 or CXCL12) with potential antineoplastic and hematopoietic stem cell-mobilization activities. SDF-1 targeted agent NOX-A12 specifically binds to SDF-1 thereby preventing the binding of SDF-1 to its receptors CXCR4 and CXCR7 blocking the subsequent receptor activation. This may prevent angiogenesis, tumor cell proliferation, invasion and metastasis and could sensitize tumor cells to chemotherapy. In addition, inhibition of SDF-1/CXCR4 interaction may induce mobilization of hematopoietic cells from the bone marrow into blood. The unique mirror-image configuration of this agent renders it resistant to hydrolysis and does not hybridize with native nucleic acids. Furthermore, this agent does not induce the innate immune response and has shown a favorable immunogenicity profile.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    6-[[2-[[2-(2-methoxyethoxy)acetyl]-[2-(2-methoxyethoxy)ethyl]amino]acetyl]amino]hexyl dihydrogen phosphate
    2.1.2 InChI
    InChI=1S/C18H37N2O10P/c1-26-11-13-28-10-8-20(18(22)16-29-14-12-27-2)15-17(21)19-7-5-3-4-6-9-30-31(23,24)25/h3-16H2,1-2H3,(H,19,21)(H2,23,24,25)
    2.1.3 InChI Key
    QJAGBAPUFWBVSD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COCCOCCN(CC(=O)NCCCCCCOP(=O)(O)O)C(=O)COCCOC
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Nox-h94

    2.2.2 Depositor-Supplied Synonyms

    1. Emapticap Pegol

    2. Olaptesed Pegol

    3. Nox-a12 Free Acid

    4. Nox-e36 Free Acid

    5. Emapticap Pegol [inn]

    6. Olaptesed Pegol [inn]

    7. Lexaptepid Pegol [inn]

    8. Unii-7x623i7ciy

    9. Unii-ctl75x0v60

    10. Unii-mtm792b442

    11. 7x623i7ciy

    12. Ctl75x0v60

    13. Mtm792b442

    14. 1390628-22-4

    15. 1390630-22-4

    16. 1390631-57-8

    2.3 Create Date
    2014-11-22
    3 Chemical and Physical Properties
    Molecular Weight 472.5 g/mol
    Molecular Formula C18H37N2O10P
    XLogP3-1.8
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count21
    Exact Mass472.21858238 g/mol
    Monoisotopic Mass472.21858238 g/mol
    Topological Polar Surface Area153 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity518
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1