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    Chemistry

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    Also known as: 358970-97-5, Ave-1625, Ave1625, Drinabant [inn], Ave 1625, 61s98rll5i
    Molecular Formula
    C23H20Cl2F2N2O2S
    Molecular Weight
    497.4  g/mol
    InChI Key
    IQQBRKLVEALROM-UHFFFAOYSA-N
    FDA UNII
    61S98RLL5I
    Drinabant
    AVE-1625 is an oral selective and potent antagonist of cannabinoid 1 (CB1) receptors having the same mechanism of action as rimonabant. It is currently developed in obesity and its associated comorbidities. AVE-1625 is also being developed for the treatment of Alzheimer disease.
    1 2D Structure

    Drinabant

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[1-[bis(4-chlorophenyl)methyl]azetidin-3-yl]-N-(3,5-difluorophenyl)methanesulfonamide
    2.1.2 InChI
    InChI=1S/C23H20Cl2F2N2O2S/c1-32(30,31)29(21-11-19(26)10-20(27)12-21)22-13-28(14-22)23(15-2-6-17(24)7-3-15)16-4-8-18(25)9-5-16/h2-12,22-23H,13-14H2,1H3
    2.1.3 InChI Key
    IQQBRKLVEALROM-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CS(=O)(=O)N(C1CN(C1)C(C2=CC=C(C=C2)Cl)C3=CC=C(C=C3)Cl)C4=CC(=CC(=C4)F)F
    2.2 Other Identifiers
    2.2.1 UNII
    61S98RLL5I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ave1625

    2.3.2 Depositor-Supplied Synonyms

    1. 358970-97-5

    2. Ave-1625

    3. Ave1625

    4. Drinabant [inn]

    5. Ave 1625

    6. 61s98rll5i

    7. N-[1-[bis(4-chlorophenyl)methyl]azetidin-3-yl]-n-(3,5-difluorophenyl)methanesulfonamide

    8. N-(1-(bis(4-chlorophenyl)methyl)azetidin-3-yl)-n-(3,5-difluorophenyl)methanesulfonamide

    9. Unii-61s98rll5i

    10. Drinabant [who-dd]

    11. Schembl684143

    12. Chembl3545166

    13. Dtxsid50189455

    14. Zinc59299699

    15. Hy-14788

    16. Cs-0003562

    17. 970d975

    18. Q5307675

    19. Methanesulfonamide, N-(1-(bis(4-chlorophenyl)methyl)-3-azetidinyl)-n-(3,5-difluorophenyl)-

    20. N-[1-[bis(4-chlorophenyl)methyl]-3-azetidinyl]-n-(3,5-difluorophenyl)methanesulfonamide

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 497.4 g/mol
    Molecular Formula C23H20Cl2F2N2O2S
    XLogP35.6
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass496.0590608 g/mol
    Monoisotopic Mass496.0590608 g/mol
    Topological Polar Surface Area49 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity686
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Investigated for use/treatment in alzheimer's disease, obesity, and schizophrenia and schizoaffective disorders.

    5 Pharmacology and Biochemistry
    5.1 Mechanism of Action

    AVE-1625 is a selective and potent antagonist of cannabinoid 1 (CB1) receptors having the same mechanism of action as rimonabant.

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