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    Chemistry

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    Also known as: 861998-00-7, Anamorelin hcl, Anamorelin (hydrochloride), Anamorelin hydrochloride [usan], Rc-1291 hcl, Rc-1291 hydrochloride
    Molecular Formula
    C31H43ClN6O3
    Molecular Weight
    583.2  g/mol
    InChI Key
    VFYAEUWJFGTGGO-GHTUPXNNSA-N
    FDA UNII
    55F75LJQ0V
    Anamorelin HCl
    Anamorelin Hydrochloride is the orally bioavailable hydrochloride salt of a synthetic, small-molecule ghrelin mimetic with appetite-stimulating and anabolic activities. Anamorelin binds to and stimulates the growth hormone secretagogue receptor (GHSR) centrally, thereby mimicking the appetite-stimulating and growth hormone-releasing effects of grhelin. Stimulation of GHSR may also reduce the production of the pro-inflammatory cytokines TNF-alpha and interleukin-6, which may play a direct role in cancer-related loss of appetite.
    1 2D Structure

    Anamorelin HCl

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-amino-N-[(2R)-1-[(3R)-3-benzyl-3-[dimethylamino(methyl)carbamoyl]piperidin-1-yl]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-2-methylpropanamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C31H42N6O3.ClH/c1-30(2,32)28(39)34-26(18-23-20-33-25-15-10-9-14-24(23)25)27(38)37-17-11-16-31(21-37,29(40)36(5)35(3)4)19-22-12-7-6-8-13-22;/h6-10,12-15,20,26,33H,11,16-19,21,32H2,1-5H3,(H,34,39);1H/t26-,31-;/m1./s1
    2.1.3 InChI Key
    VFYAEUWJFGTGGO-GHTUPXNNSA-N
    2.1.4 Canonical SMILES
    CC(C)(C(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)N3CCCC(C3)(CC4=CC=CC=C4)C(=O)N(C)N(C)C)N.Cl
    2.1.5 Isomeric SMILES
    CC(C)(C(=O)N[C@H](CC1=CNC2=CC=CC=C21)C(=O)N3CCC[C@](C3)(CC4=CC=CC=C4)C(=O)N(C)N(C)C)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    55F75LJQ0V
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Anamorelin

    2.3.2 Depositor-Supplied Synonyms

    1. 861998-00-7

    2. Anamorelin Hcl

    3. Anamorelin (hydrochloride)

    4. Anamorelin Hydrochloride [usan]

    5. Rc-1291 Hcl

    6. Rc-1291 Hydrochloride

    7. 55f75ljq0v

    8. (3r)-1-((2r)-2-((2-amino-2-methylpropanoyl)amino)-3-(indol-3-yl)propanoyl)-3-benzyl-n,n',n'-trimethylpiperidine-3-carbohydrazide Hydrochloride

    9. 3-piperidinecarboxylic Acid, 1-(2-methylalanyl-d-tryptophyl)-3-(phenylmethyl)-, Trimethylhydrazide, Monohydrochloride, (3r)-

    10. Unii-55f75ljq0v

    11. Ono-7643 Hydrochloride

    12. Schembl4535148

    13. Chembl2103794

    14. Dtxsid70235443

    15. Bcp15207

    16. Anamorelin Hydrochloride (jan/usan)

    17. Anamorelin Hydrochloride [mi]

    18. Hy-14734a

    19. Mfcd23098788

    20. Anamorelin Hydrochloride [jan]

    21. Akos030526940

    22. Cs-1037

    23. Anamorelin Hydrochloride [who-dd]

    24. Ac-29222

    25. D08856

    26. Q27261306

    27. 2-amino-n-((r)-1-((r)-3-benzyl-3-(1,2,2-trimethylhydrazine-1-carbonyl)piperidin-1-yl)-3-(1h-indol-3-yl)-1-oxopropan-2-yl)-2-methylpropanamide Hydrochloride

    28. 2-amino-n-[(2r)-1-[(3r)-3-benzyl-3-[dimethylamino(methyl)carbamoyl]piperidin-1-yl]-3-(1h-indol-3-yl)-1-oxopropan-2-yl]-2-methylpropanamide;hydrochloride

    2.4 Create Date
    2007-06-04
    3 Chemical and Physical Properties
    Molecular Weight 583.2 g/mol
    Molecular Formula C31H43ClN6O3
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count9
    Exact Mass582.3085169 g/mol
    Monoisotopic Mass582.3085169 g/mol
    Topological Polar Surface Area115 Ų
    Heavy Atom Count41
    Formal Charge0
    Complexity904
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of anorexia, cachexia or unintended weight loss in adult patients with non-small cell lung cancer (NSCLC)

    Treatment of cancer related cachexia

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    V03

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