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2D Structure
Also known as: 249921-19-5, Anamorelin [inn], Rc 1291, Rc-1291, Dd5rba1nkf, Ono-7643
Molecular Formula
C31H42N6O3
Molecular Weight
546.7  g/mol
InChI Key
VQPFSIRUEPQQPP-MXBOTTGLSA-N
FDA UNII
DD5RBA1NKF

Anamorelin is a synthetic, orally bioavailable, 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 ghrelin. 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

2D Structure

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
2.1.2 InChI
InChI=1S/C31H42N6O3/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)/t26-,31-/m1/s1
2.1.3 InChI Key
VQPFSIRUEPQQPP-MXBOTTGLSA-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
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
2.2 Other Identifiers
2.2.1 UNII
DD5RBA1NKF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anamorelin Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 249921-19-5

2. Anamorelin [inn]

3. Rc 1291

4. Rc-1291

5. Dd5rba1nkf

6. Ono-7643

7. St-1291

8. 3-piperidinecarboxylic Acid, 1-[(2r)-2-[(2-amino-2-methyl-1-oxopropyl)amino]-3-(1h-indol-3-yl)-1-oxopropyl]-3-(phenylmethyl)-, 1,2,2-trimethylhydrazide, (3r)-

9. 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

10. 3-piperidinecarboxylic Acid, 1-(2-methylalanyl-d-tryptophyl)-3-(phenylmethyl)-, Trimethylhydrazide, (3r)-

11. Unii-dd5rba1nkf

12. Anamorelin [mi]

13. Ono-7643;anamorelin

14. Anamorelin [who-dd]

15. Schembl935751

16. Chembl2110579

17. Dtxsid20179702

18. Ex-a154

19. Bcp06108

20. Mfcd11973671

21. Ono-7643rc-1291

22. S4980

23. Zinc43130908

24. Akos030526752

25. Ccg-269985

26. Db06645

27. Ncgc00378854-01

28. Ac-33703

29. As-75284

30. Hy-14734

31. 921a195

32. Q20707542

33. (3r)-1-((2r)-2-((2-amino-2-methylpropanoyl)amino)-3-(indol-3-yl)propanoyl)-3-benzyl-n,n',n'-trimethylpiperidine-3-carbohydrazide

34. 2-amino-n-[(2r)-1-[(3r)-3-benzyl-3-(n,n',n'-trimethylhydrazinecarbonyl)piperidin-1-yl]-3-(1h-indol-3-yl)-1-oxopropan-2-yl]-2-methylpropanamide

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 546.7 g/mol
Molecular Formula C31H42N6O3
XLogP32.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Exact Mass546.33183922 g/mol
Monoisotopic Mass546.33183922 g/mol
Topological Polar Surface Area115 Ų
Heavy Atom Count40
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 Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in cachexia and anorexia.


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


5 Pharmacology and Biochemistry
5.1 ATC Code

V03