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    Chemistry

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    Also known as: Sebacoyldinalbuphine, Dinalbuphine sebacate, Naldebain, 311768-81-7, 464oxx39y6, Bis[(4r,4as,7s,7ar,12bs)-3-(cyclobutylmethyl)-4a,7-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] decanedioate
    Molecular Formula
    C52H68N2O10
    Molecular Weight
    881.1  g/mol
    InChI Key
    ALOIOAGKUOQNID-ITCIXCFHSA-N
    FDA UNII
    464OXX39Y6
    Nalbuphine Sebacate
    Dinalbuphine sebacate is under investigation in clinical trial NCT02468128 (A Study of Intramuscular Sebacoyl Dinalbuphine Ester for Post-Hemorrhoidectomy Pain Management).
    1 2D Structure

    Nalbuphine Sebacate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    bis[(4R,4aS,7S,7aR,12bS)-3-(cyclobutylmethyl)-4a,7-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] decanedioate
    2.1.2 InChI
    InChI=1S/C52H68N2O10/c55-35-19-21-51(59)39-27-33-15-17-37(45-43(33)49(51,47(35)63-45)23-25-53(39)29-31-9-7-10-31)61-41(57)13-5-3-1-2-4-6-14-42(58)62-38-18-16-34-28-40-52(60)22-20-36(56)48-50(52,44(34)46(38)64-48)24-26-54(40)30-32-11-8-12-32/h15-18,31-32,35-36,39-40,47-48,55-56,59-60H,1-14,19-30H2/t35-,36-,39+,40+,47-,48-,49-,50-,51+,52+/m0/s1
    2.1.3 InChI Key
    ALOIOAGKUOQNID-ITCIXCFHSA-N
    2.1.4 Canonical SMILES
    C1CC(C1)CN2CCC34C5C(CCC3(C2CC6=C4C(=C(C=C6)OC(=O)CCCCCCCCC(=O)OC7=C8C9=C(CC1C2(C9(CCN1CC1CCC1)C(O8)C(CC2)O)O)C=C7)O5)O)O
    2.1.5 Isomeric SMILES
    C1CC(C1)CN2CC[C@]34[C@@H]5[C@H](CC[C@]3([C@H]2CC6=C4C(=C(C=C6)OC(=O)CCCCCCCCC(=O)OC7=C8C9=C(C[C@@H]1[C@]2([C@]9(CCN1CC1CCC1)[C@@H](O8)[C@H](CC2)O)O)C=C7)O5)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    464OXX39Y6
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Sebacoyl Dinalbuphine Ester

    2.3.2 Depositor-Supplied Synonyms

    1. Sebacoyldinalbuphine

    2. Dinalbuphine Sebacate

    3. Naldebain

    4. 311768-81-7

    5. 464oxx39y6

    6. Bis[(4r,4as,7s,7ar,12bs)-3-(cyclobutylmethyl)-4a,7-dihydroxy-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl] Decanedioate

    7. Sebacoyl Dinalbuphine Ester

    8. Nalbuphine Sebacate [inn]

    9. Unii-464oxx39y6

    10. Chembl1823241

    11. Dtxsid601336353

    12. Dinalbuphine Sebacate [inn]

    13. Nalbuphine Sebacate [who-dd]

    14. Db15341

    15. Q27258899

    16. Bis(17-(cyclobutylmethyl)-4,5alpha-epoxy-6alpha,14-dihydroxymorphinan-3-yl) Decanedioate

    17. Bis(17-(cyclobutylmethyl)-4,5.alpha.-epoxy-6.alpha.,14-dihydroxymorphinan-3-yl) Decanedioate

    18. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, 3,3'-decanedioate, (5.alpha.,6.alpha.)-(5'.alpha.,6'.alpha.)-

    19. Morphinan-3,6,14-triol, 17-(cyclobutylmethyl)-4,5-epoxy-, 3,3'-decanedioate, (5alpha,6alpha)-(5'alpha,6'alpha)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 881.1 g/mol
    Molecular Formula C52H68N2O10
    XLogP35
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count17
    Exact Mass880.48739637 g/mol
    Monoisotopic Mass880.48739637 g/mol
    Topological Polar Surface Area159 Ų
    Heavy Atom Count64
    Formal Charge0
    Complexity1640
    Isotope Atom Count0
    Defined Atom Stereocenter Count10
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1

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