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    Chemistry

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    Also known as: M48hcf27ze, Cronexitide lanocianine [inn], Ls301-it, Ls-301, Cronexitide lanocianine [usan], Cypate-cyclo(cys-gly-arg-asp-ser-pro-cys)-lys-oh (ls301)
    Molecular Formula
    C73H92N14O15S2
    Molecular Weight
    1469.7  g/mol
    InChI Key
    FFEZUEIKRUQWTE-MYFKLRRKSA-N
    FDA UNII
    M48HCF27ZE
    LS301-IT
    Cronexitide Lanocianine is a hydrophobic near-infrared (NIR) fluorescent probe composed of a NIR fluorescent dye cypate linked to an unnatural D-cysteine-containing cyclic octapeptide (D-Cys-Gly-Arg--Asp-Ser-Pro-Cys)-Lys-OH, with potential cancer imaging activity. Upon administration of cronexitide lanocianine during tumor resection, the peptide component specifically targets and binds integrin receptors expressed on tumor cells, which are not expressed on normal, healthy cells. Upon receptor-mediated endocytosis and fluorescence imaging using infrared light that is visualized by the surgeon with special Cancer Vision Goggles (CVG), tumor cells can be detected, identified, and removed accordingly. This enhances the accuracy of cancer cell removal during surgery. The D-cysteine on the peptide prevents degradation by endogenous proteases.
    1 2D Structure

    LS301-IT

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-[2-[7-[3-[3-[[(3S,6S,9S,15S,20R,23S)-20-[[(1S)-5-amino-1-carboxypentyl]carbamoyl]-6-(carboxymethyl)-9-[3-(diaminomethylideneamino)propyl]-3-(hydroxymethyl)-2,5,8,11,14,22-hexaoxo-17,18-dithia-1,4,7,10,13,21-hexazabicyclo[21.3.0]hexacosan-15-yl]amino]-3-oxopropyl]-1,1-dimethylbenzo[e]indol-2-ylidene]hepta-1,3,5-trienyl]-1,1-dimethylbenzo[e]indol-3-ium-3-yl]propanoate
    2.1.2 InChI
    InChI=1S/C73H92N14O15S2/c1-72(2)56(25-8-6-5-7-9-26-57-73(3,4)63-46-21-13-11-19-44(46)28-30-54(63)86(57)37-32-60(91)92)85(53-29-27-43-18-10-12-20-45(43)62(53)72)36-31-58(89)80-51-41-103-104-42-52(67(98)81-48(70(101)102)22-14-15-33-74)84-68(99)55-24-17-35-87(55)69(100)50(40-88)83-66(97)49(38-61(93)94)82-65(96)47(23-16-34-77-71(75)76)79-59(90)39-78-64(51)95/h5-13,18-21,25-30,47-52,55,88H,14-17,22-24,31-42,74H2,1-4H3,(H13-,75,76,77,78,79,80,81,82,83,84,89,90,91,92,93,94,95,96,97,98,99,101,102)/t47-,48-,49-,50-,51+,52-,55-/m0/s1
    2.1.3 InChI Key
    FFEZUEIKRUQWTE-MYFKLRRKSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    M48HCF27ZE
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. M48hcf27ze

    2. Cronexitide Lanocianine [inn]

    3. Ls301-it

    4. Ls-301

    5. Cronexitide Lanocianine [usan]

    6. Cypate-cyclo(cys-gly-arg-asp-ser-pro-cys)-lys-oh (ls301)

    7. 2041574-23-4

    8. Cypate-d-cysteyl-l-glycyl-l-arginyl-l-aspartyl-l-seryl-l-prolyl-l-cysteyl-l-lysine Cyclic (2->8)-disulfide

    2.4 Create Date
    2023-04-17
    3 Chemical and Physical Properties
    Molecular Weight 1469.7 g/mol
    Molecular Formula C73H92N14O15S2
    XLogP31.5
    Hydrogen Bond Donor Count13
    Hydrogen Bond Acceptor Count20
    Rotatable Bond Count24
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area506
    Heavy Atom Count104
    Formal Charge0
    Complexity3300
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count4
    Covalently Bonded Unit Count1

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