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    Chemistry

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    Also known as: Melanotan ii, 121062-08-6, Upf5cj93x7, Dtxsid90153135, L-lysinamide, n-acetyl-l-norleucyl-l-alpha-aspartyl-l-histidyl-d-phenylalanyl-l-arginyl-l-tryptophyl-, cyclic (2-7)-peptide, Refchem:925444
    Molecular Formula
    C50H69N15O9
    Molecular Weight
    1024.2  g/mol
    InChI Key
    JDKLPDJLXHXHNV-MFVUMRCOSA-N
    FDA UNII
    UPF5CJ93X7
    Melanotan II
    synthetic cyclic heptapeptide, an analog of alpha-melanotropin (4,10); capable of stimulating melanin synthesis & promoting rapid tanning of skin; currently in trials for use in the prevention of sunlight-induced skin cancer
    1 2D Structure

    Melanotan II

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide
    2.1.2 InChI
    InChI=1S/C50H69N15O9/c1-3-4-16-36(59-29(2)66)44(69)65-41-25-42(67)55-20-11-10-18-35(43(51)68)60-47(72)39(23-31-26-57-34-17-9-8-15-33(31)34)63-45(70)37(19-12-21-56-50(52)53)61-46(71)38(22-30-13-6-5-7-14-30)62-48(73)40(64-49(41)74)24-32-27-54-28-58-32/h5-9,13-15,17,26-28,35-41,57H,3-4,10-12,16,18-25H2,1-2H3,(H2,51,68)(H,54,58)(H,55,67)(H,59,66)(H,60,72)(H,61,71)(H,62,73)(H,63,70)(H,64,74)(H,65,69)(H4,52,53,56)/t35-,36-,37-,38+,39-,40-,41-/m0/s1
    2.1.3 InChI Key
    JDKLPDJLXHXHNV-MFVUMRCOSA-N
    2.2 Other Identifiers
    2.2.1 UNII
    UPF5CJ93X7
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Melanotan Ii

    2. 121062-08-6

    3. Upf5cj93x7

    4. Dtxsid90153135

    5. L-lysinamide, N-acetyl-l-norleucyl-l-alpha-aspartyl-l-histidyl-d-phenylalanyl-l-arginyl-l-tryptophyl-, Cyclic (2-7)-peptide

    6. Refchem:925444

    7. Dtxcid3075626

    8. Mt-ii

    9. Melanotan (mt)-ii

    10. Melatonan

    11. Melanotan Ii Acetate Salt

    12. Chembl430239

    13. (3s,6s,9r,12s,15s,23s)-15-[[(2s)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1h-imidazol-5-ylmethyl)-3-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide

    14. C50h69n15o9

    15. (3s,6s,9r,12s,15s,23s)-12-((1h-imidazol-5-yl)methyl)-3-((1h-indol-3-yl)methyl)-15-((s)-2-acetamidohexanamido)-9-benzyl-6-(3-guanidinopropyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

    16. Mtii

    17. Melanotanii

    18. Melanotan Ii?

    19. Ac-nle-cyclo[asp-his-d-phe-arg-trp-lys]-nh2

    20. Unii-upf5cj93x7

    21. Melanotan Ii [who-dd]

    22. Ebi_340792

    23. Gtpl1323

    24. Orb1296657

    25. Schembl1047531

    26. Schembl29473785

    27. Chebi:195326

    28. Ex-a7394

    29. Hy-p0267

    30. 121062-08-6 (non-salt)

    31. Bdbm50027084

    32. Bdbm50184359

    33. Mfcd06795842

    34. Akos015994654

    35. Hs-2017

    36. Ncgc00167281-01

    37. Da-55328

    38. Fa109114

    39. F93947

    40. 062m086

    41. Q423855

    42. Acetyl-(nle4,asp5,d-phe7,lys10)-cyclo-alpha-msh (4-10) Amide

    43. (3s,6s,9r,12s,15s,23s)-12-((1h-imidazol-5-yl)methyl)-3-((1h-indol-3-yl)methyl)-15-((s)-2-acetamidohexanamido)-9-benzyl-6-(3-((diaminomethylene)amino)propyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

    44. (3s,6s,9r,12s,15s,23s)-15-((s)-2-acetylamino-hexanoylamino)-9-benzyl-6-(3-guanidino-propyl)-12-(3h-imidazol-4-ylmethyl)-3-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18hexaaza-cyclotricosane-23-carboxylic Acid Amide

    45. (3s,6s,9r,12s,15s,23s)-15-[(n-acetyl-l-norleucyl)amino]-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-12-[(1h-imidazol-5-yl)methyl]-3-[(1h-indol-3-yl)methyl]-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

    46. (3s,6s,9r,12s,15s,23s)-15-[[(2s)-2-acetamidohexanoyl]amino]-9-benzyl-6-(3-guanidinopropyl)-12-(1h-imidazol-5-ylmethyl)-3-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxamide

    47. (3s,6s,9r,12s,15s,23s)-9-benzyl-6-{3-[(diaminomethylidene)amino]propyl}-15-[(2s)-2-acetamidohexanamido]-12-(1h-imidazol-5-ylmethyl)-3-(1h-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexaazacyclotricosane-23-carboxamide

    48. L-lysinamide, N-acetyl-l-norleucyl-l-.alpha.-aspartyl-l-histidyl-d-phenylalanyl-l-arginyl-l-tryptophyl-, Cyclic (2->7)-peptide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 1024.2 g/mol
    Molecular Formula C50H69N15O9
    XLogP30
    Hydrogen Bond Donor Count13
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count17
    Exact Mass Da
    Monoisotopic Mass Da
    Topological Polar Surface Area385
    Heavy Atom Count74
    Formal Charge0
    Complexity1950
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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