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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

    Drugs in Development

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    LT1001 (Naldebain(R)), an Extended-Release Analgesic Injection, Received Its Second Approval from Singapore's HSA

    Details:

    LT1001 is the world's first week-long extended-release analgesic injection. The approval from Singapore has significance in accelerating the introduction of LT1001 in Southeast Asia.


    Lead Product(s): Nalbuphine Sebacate

    Therapeutic Area: Neurology Brand Name: LT1001

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable December 21, 2020

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    01

    Lumosa Therapeutics

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    Medlab Asia & Asia Health
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    Lumosa Therapeutics

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    Lead Product(s) : Nalbuphine Sebacate

    Therapeutic Area : Neurology

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    LT1001 (Naldebain(R)), an Extended-Release Analgesic Injection, Received Its Second Approval from ...

    Details : LT1001 is the world's first week-long extended-release analgesic injection. The approval from Singapore has significance in accelerating the introduction of LT1001 in Southeast Asia.

    Brand Name : LT1001

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    December 21, 2020

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