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    Ipragliflozin

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    2D Structure
    Also known as: 761423-87-4, Suglat, Asp-1941, Asp1941, Ipragliflozin [inn], (2s,3r,4r,5s,6r)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
    Molecular Formula
    C21H21FO5S
    Molecular Weight
    404.5  g/mol
    InChI Key
    AHFWIQIYAXSLBA-RQXATKFSSA-N
    FDA UNII
    3N2N8OOR7X
    Ipragliflozin is under investigation in Type 2 Diabetes and Diabetes Mellitus, Type 2.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
    2.1.2 InChI
    InChI=1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1
    2.1.3 InChI Key
    AHFWIQIYAXSLBA-RQXATKFSSA-N
    2.1.4 Canonical SMILES
    C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)C4C(C(C(C(O4)CO)O)O)O)F
    2.1.5 Isomeric SMILES
    C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)F
    2.2 Other Identifiers
    2.2.1 UNII
    3N2N8OOR7X
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (1s)-1,5-anhydro-1-(3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl)-d-glucitol

    2. Asp-1941

    3. Asp1941

    4. Suglat

    2.3.2 Depositor-Supplied Synonyms

    1. 761423-87-4

    2. Suglat

    3. Asp-1941

    4. Asp1941

    5. Ipragliflozin [inn]

    6. (2s,3r,4r,5s,6r)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol

    7. Ipragliflozin (asp1941)

    8. 3n2n8oor7x

    9. Chembl2018096

    10. (1s)-1,5-anhydro-1-c-[3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl]-d-glucitol

    11. Ipragliflozin (inn)

    12. (1s)-1,5-anhydro-1-c-(3-((1-benzothiophen-2-yl)methyl)-4-fluorophenyl)-d-glucitol

    13. Asp 1941

    14. Unii-3n2n8oor7x

    15. Ipragliflozin-l-proline

    16. Ipragliflozin [mi]

    17. (2s,3r,4r,5s,6r)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

    18. Schembl337645

    19. Ipragliflozin [who-dd]

    20. Gtpl9394

    21. Chebi:134724

    22. Dtxsid701032738

    23. Amy38779

    24. Ex-a2770

    25. Bdbm50381554

    26. Mfcd19443744

    27. S8637

    28. Zinc38897728

    29. Akos025405258

    30. Ccg-268693

    31. Db11698

    32. Ncgc00378606-02

    33. Ac-29008

    34. As-39358

    35. Hy-14894

    36. D10196

    37. Q17193526

    38. (1s)-1,5-anhydro-1-(3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl)-d-glucitol

    39. (1s)-1,5-anhydro-1-[3-(1-benzothien-2-ylmethyl)-4-fluorophenyl]-d-glucitol

    40. (1s)-1,5-anhydro-1-c-[3-(1-benzothiophene-2-ylmethyl)-4-fluorophenyl]-d-glucitol

    41. D-glucitol,1,5-anhydro-1-c-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-, (1s)-

    42. (2s,3r,4r,5s,6r)-2-{3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl}-6-(hydroxymethyl)oxane-3,4,5-triol

    43. D-glucitol, 1,5-anhydro-1-c-(3-(benzo(b)thien-2-ylmethyl)-4-fluorophenyl)-, (1s)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 404.5 g/mol
    Molecular Formula C21H21FO5S
    XLogP32.5
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count4
    Exact Mass404.10937310 g/mol
    Monoisotopic Mass404.10937310 g/mol
    Topological Polar Surface Area118 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity525
    Isotope Atom Count0
    Defined Atom Stereocenter Count5
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Sodium-Glucose Transporter 2 Inhibitors

    Compounds that inhibit SODIUM-GLUCOSE TRANSPORTER 2. They lower blood sugar by preventing the reabsorption of glucose by the kidney and are used in the treatment of TYPE 2 DIABETES MELLITUS. (See all compounds classified as Sodium-Glucose Transporter 2 Inhibitors.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A10 - Drugs used in diabetes

    A10B - Blood glucose lowering drugs, excl. insulins

    A10BK - Sodium-glucose co-transporter 2 (sglt2) inhibitors

    A10BK05 - Ipragliflozin