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    Lipoprotein Lipase Activator

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: 133208-93-2, No-1886, Lipoprotein lipase activator, Opf 009, Opf-009, Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate
    Molecular Formula
    C19H20BrN2O4P
    Molecular Weight
    451.2  g/mol
    InChI Key
    KPRTURMJVWXURQ-UHFFFAOYSA-N
    FDA UNII
    07H1561618
    Ibrolipim is a lipoprotein lipase (LPL) activator with antihyperlipidemic activity. Activation of LDL by ibrolipim lowers plasma triglycerides, with a concomitant elevation of high-density lipoprotein cholesterol.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide
    2.1.2 InChI
    InChI=1S/C19H20BrN2O4P/c1-3-25-27(24,26-4-2)13-14-5-7-15(8-6-14)19(23)22-18-10-9-17(20)11-16(18)12-21/h5-11H,3-4,13H2,1-2H3,(H,22,23)
    2.1.3 InChI Key
    KPRTURMJVWXURQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCOP(=O)(CC1=CC=C(C=C1)C(=O)NC2=C(C=C(C=C2)Br)C#N)OCC
    2.2 Other Identifiers
    2.2.1 UNII
    07H1561618
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

    2. No 1886

    3. No-1886

    2.3.2 Depositor-Supplied Synonyms

    1. 133208-93-2

    2. No-1886

    3. Lipoprotein Lipase Activator

    4. Opf 009

    5. Opf-009

    6. Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate

    7. Phosphonic Acid, ((4-(((4-bromo-2-cyanophenyl)amino)carbonyl)phenyl)methyl)-, Diethyl Ester

    8. Phosphonic Acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, Diethyl Ester

    9. Diethyl 4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate

    10. 07h1561618

    11. Diethyl 4-[(4-bromo-2-cyanoanilino)carbonyl]benzylphosphonate

    12. Diethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate

    13. Ibrolipim [usan:inn]

    14. 4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

    15. No 1886

    16. Ibrolipim [usan]

    17. Unii-07h1561618

    18. Ibrolipim [inn]

    19. N-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide

    20. Ibrolipim (usan/inn)

    21. Mls006011667

    22. Chembl34234

    23. Schembl493918

    24. Dtxsid20157989

    25. Zinc1552570

    26. Akos005067076

    27. Ss-3273

    28. Ncgc00481428-01

    29. Smr002529695

    30. Hy-117549

    31. Cs-0066427

    32. D03747

    33. D83803

    34. J-006332

    35. Q5984863

    36. 4-diethoxyphosphinoylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

    37. Diethyl4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate

    38. Diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate

    39. Diethyl 4-[n-(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 451.2 g/mol
    Molecular Formula C19H20BrN2O4P
    XLogP33.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count8
    Exact Mass450.03441 g/mol
    Monoisotopic Mass450.03441 g/mol
    Topological Polar Surface Area88.4 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity576
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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

    Hypolipidemic Agents

    Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS. (See all compounds classified as Hypolipidemic Agents.)

    Lipoprotein Lipase Activators

    Compounds that increase the enzymatic activity of LIPOPROTEIN LIPASE. Lipoprotein lipase activators have a potential role in the treatment of OBESITY by increasing LIPID METABOLISM. Note that substances that increase the synthesis of lipoprotein lipase are not included here. (See all compounds classified as Lipoprotein Lipase Activators.)

    4.2 Metabolism/Metabolites

    Ibrolipim has known human metabolites that include [4-[(4-Bromo-2-cyanophenyl)carbamoyl]phenyl]methyl-ethoxyphosphinic acid.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560