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    Also known as: Symproic, Naldemedine tosilate, Naldemedine tosylate [usan], Naldemedine (tosylate), V1n8f1rvvo, 1345728-04-2
    Molecular Formula
    C39H42N4O9S
    Molecular Weight
    742.8  g/mol
    InChI Key
    WCYDLROFMZJJLE-RTMHEQJQSA-N
    FDA UNII
    V1N8F1RVVO
    Naldemedine Tosylate
    1 2D Structure

    Naldemedine Tosylate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4R,4aS,7aR,12bS)-3-(cyclopropylmethyl)-4a,7,9-trihydroxy-N-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl]-1,2,4,5,7a,13-hexahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-6-carboxamide;4-methylbenzenesulfonic acid
    2.1.2 InChI
    InChI=1S/C32H34N4O6.C7H8O3S/c1-30(2,29-33-27(35-42-29)18-6-4-3-5-7-18)34-28(39)20-15-32(40)22-14-19-10-11-21(37)25-23(19)31(32,26(41-25)24(20)38)12-13-36(22)16-17-8-9-17;1-6-2-4-7(5-3-6)11(8,9)10/h3-7,10-11,17,22,26,37-38,40H,8-9,12-16H2,1-2H3,(H,34,39);2-5H,1H3,(H,8,9,10)/t22-,26+,31+,32-;/m1./s1
    2.1.3 InChI Key
    WCYDLROFMZJJLE-RTMHEQJQSA-N
    2.1.4 Canonical SMILES
    CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)(C1=NC(=NO1)C2=CC=CC=C2)NC(=O)C3=C(C4C56CCN(C(C5(C3)O)CC7=C6C(=C(C=C7)O)O4)CC8CC8)O
    2.1.5 Isomeric SMILES
    CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)(C1=NC(=NO1)C2=CC=CC=C2)NC(=O)C3=C([C@H]4[C@@]56CCN([C@@H]([C@@]5(C3)O)CC7=C6C(=C(C=C7)O)O4)CC8CC8)O
    2.2 Other Identifiers
    2.2.1 UNII
    V1N8F1RVVO
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 17-(cyclopropylmethyl)-6,7-didehydro-4,5alpha-epoxy-3,6,14-trihydroxy-n-(2-(3-phenyl- 1,2,4-oxadiazol-5-yl)propan-2-yl)morphinan-7-carboxamide

    2. Naldemedine

    3. S-297995

    4. Symproic

    2.3.2 Depositor-Supplied Synonyms

    1. Symproic

    2. Naldemedine Tosilate

    3. Naldemedine Tosylate [usan]

    4. Naldemedine (tosylate)

    5. V1n8f1rvvo

    6. 1345728-04-2

    7. Unii-v1n8f1rvvo

    8. Symproic (tn)

    9. Chembl3039508

    10. Schembl20720003

    11. Dtxsid10158809

    12. Naldemedine Tosylate [mi]

    13. Naldemedine Tosylate (jan/usan)

    14. Naldemedine Tosilate [jan]

    15. Hy-19627a

    16. Naldemedine Tosilate [who-dd]

    17. Naldemedine Tosylate [orange Book]

    18. Cs-0030916

    19. D10478

    20. Q27291424

    21. 17-(cyclopropylmethyl)-6,7-didehydro-4,5a-epoxy-3,6,14-trihydroxy-n-(2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-yl)morphinan-7-carboxamide 4-methylbenzenesulfonic Acid

    22. Morphinan-7-carboxamide, 17-(cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-n-(1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl)-,(5.alpha.)-, 4-methylbenzenesulfonate (1:1)

    23. Morphinan-7-carboxamide, 17-(cyclopropylmethyl)-6,7-didehydro-4,5-epoxy-3,6,14-trihydroxy-n-(1-methyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)ethyl)-,(5alpha)-, 4-methylbenzenesulfonate (1:1)

    2.4 Create Date
    2012-03-19
    3 Chemical and Physical Properties
    Molecular Weight 742.8 g/mol
    Molecular Formula C39H42N4O9S
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass742.26725010 g/mol
    Monoisotopic Mass742.26725010 g/mol
    Topological Polar Surface Area204 Ų
    Heavy Atom Count53
    Formal Charge0
    Complexity1340
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameSYMPROIC
    Active IngredientNALDEMEDINE TOSYLATE
    CompanySHIONOGI INC (Application Number: N208854. Patents: 9108975, RE46365, RE46375)

    4.2 Drug Indication

    Rizmoic is indicated for the treatment of opioid-induced constipation (OIC) in adult patients who have previously been treated with a laxative.

    Treatment of opioid-induced constipation (OIC)

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    A06AH05

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