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    Chemistry

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    Also known as: 870964-67-3, Evocalcet [inn], Mt-4580, Khk-7580, Khk7580, E58mlh082p
    Molecular Formula
    C24H26N2O2
    Molecular Weight
    374.5  g/mol
    InChI Key
    RZNUIYPHQFXBAN-XLIONFOSSA-N
    FDA UNII
    E58MLH082P
    Evocalcet
    Evocalcet is an orally available calcium receptor (CaR) modulator, with potential calcimimetic activity. Upon administration, evocalcet allosterically binds to and inhibits the activity of CaR, thereby suppressing the production of serum parathyroid hormone (PTH) and prevents the PTH-mediated efflux of calcium from bone and normalizes calcium levels.
    1 2D Structure

    Evocalcet

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[4-[(3S)-3-[[(1R)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]acetic acid
    2.1.2 InChI
    InChI=1S/C24H26N2O2/c1-17(22-8-4-6-19-5-2-3-7-23(19)22)25-20-13-14-26(16-20)21-11-9-18(10-12-21)15-24(27)28/h2-12,17,20,25H,13-16H2,1H3,(H,27,28)/t17-,20+/m1/s1
    2.1.3 InChI Key
    RZNUIYPHQFXBAN-XLIONFOSSA-N
    2.1.4 Canonical SMILES
    CC(C1=CC=CC2=CC=CC=C21)NC3CCN(C3)C4=CC=C(C=C4)CC(=O)O
    2.1.5 Isomeric SMILES
    C[C@H](C1=CC=CC2=CC=CC=C21)N[C@H]3CCN(C3)C4=CC=C(C=C4)CC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    E58MLH082P
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (4-((3s)-3-(((1r)-1-(1-naphthyl)ethyl)amino)-1-pyrrolidinyl)phenyl)acetic Acid

    2.3.2 Depositor-Supplied Synonyms

    1. 870964-67-3

    2. Evocalcet [inn]

    3. Mt-4580

    4. Khk-7580

    5. Khk7580

    6. E58mlh082p

    7. 4-[(3s)-3-[[(1r)-1-(1-naphthalenyl)ethyl]amino]-1-pyrrolidinyl]benzeneaceticacid

    8. 2-[4-[(3s)-3-[[(1r)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]acetic Acid

    9. 4-[(3s)-3-[[(1r)-1-(1-naphthalenyl)ethyl]amino]-1-pyrrolidinyl]benzeneacetic Acid

    10. Benzeneacetic Acid, 4-((3s)-3-(((1r)-1-(1-naphthalenyl)ethyl)amino)-1-pyrrolidinyl)-

    11. 2-(4-((s)-3-(((r)-1-(naphthalen-1-yl)ethyl)amino)pyrrolidin-1-yl)phenyl)acetic Acid

    12. 2-[4-[(3s)-3-[[(1r)-1-naphthalen-1-ylethyl]amino]pyrrolidin-1-yl]phenyl]ethanoic Acid

    13. Unii-e58mlh082p

    14. Evocalcet?

    15. H43

    16. Orkedia (tn)

    17. Evocalcet (jan/inn)

    18. Evocalcet [jan]

    19. Evocalcet [mi]

    20. Evocalcet [who-dd]

    21. Gtpl9042

    22. Chembl4297621

    23. Schembl14668291

    24. Khk7580khk7580

    25. Dtxsid101132784

    26. Vjb96467

    27. Akos040741717

    28. Db12388

    29. Khk7580; Mt-4580

    30. Hy-17613

    31. Ms-26062

    32. Cs-0014698

    33. Ns00073438

    34. D11063

    35. G15959

    36. Q27077250

    37. (4-((3s)-3-(((1r)-1-(1-naphthyl)ethyl)amino)-1-pyrrolidinyl)phenyl)acetic Acid

    2.4 Create Date
    2013-03-21
    3 Chemical and Physical Properties
    Molecular Weight 374.5 g/mol
    Molecular Formula C24H26N2O2
    XLogP32.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass g/mol
    Monoisotopic Mass g/mol
    Topological Polar Surface Area52.6
    Heavy Atom Count28
    Formal Charge0
    Complexity517
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 ATC Code

    H - Systemic hormonal preparations, excl. sex hormones and insulins

    H05 - Calcium homeostasis

    H05B - Anti-parathyroid agents

    H05BX - Other anti-parathyroid agents

    H05BX06 - Evocalcet

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