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Also known as: 159634-47-6, Ibutamoren [inn], Gj0egn38ul, Mk-0677, Chembl13817, (r)-2-amino-n-(3-(benzyloxy)-1-(1-(methylsulfonyl)spiro[indoline-3,4'-piperidin]-1'-yl)-1-oxopropan-2-yl)-2-methylpropanamide

Molecular Formula

C₂₇H₃₆N₄O₅S

Molecular Weight

528.7 g/mol

InChI Key

UMUPQWIGCOZEOY-JOCHJYFZSA-N

FDA UNII

GJ0EGN38UL

1 2D Structure

Ibutamoren

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-2-methyl-N-[(2R)-1-(1-methylsulfonylspiro[2H-indole-3,4'-piperidine]-1'-yl)-1-oxo-3-phenylmethoxypropan-2-yl]propanamide

2.1.2 InChI

InChI=1S/C27H36N4O5S/c1-26(2,28)25(33)29-22(18-36-17-20-9-5-4-6-10-20)24(32)30-15-13-27(14-16-30)19-31(37(3,34)35)23-12-8-7-11-21(23)27/h4-12,22H,13-19,28H2,1-3H3,(H,29,33)/t22-/m1/s1

2.1.3 InChI Key

UMUPQWIGCOZEOY-JOCHJYFZSA-N

2.1.4 Canonical SMILES

CC(C)(C(=O)NC(COCC1=CC=CC=C1)C(=O)N2CCC3(CC2)CN(C4=CC=CC=C34)S(=O)(=O)C)N

2.1.5 Isomeric SMILES

CC(C)(C(=O)N[C@H](COCC1=CC=CC=C1)C(=O)N2CCC3(CC2)CN(C4=CC=CC=C34)S(=O)(=O)C)N

2.2 Other Identifiers

2.2.1 UNII

GJ0EGN38UL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ibutamoren Mesylate

2. L 163,191

3. L 163191

4. L-163,191

5. L-163191

6. Mk 0677

7. Mk-0677

8. Mk-677

2.3.2 Depositor-Supplied Synonyms

1. 159634-47-6

2. Ibutamoren [inn]

3. Gj0egn38ul

4. Mk-0677

5. Chembl13817

6. (r)-2-amino-n-(3-(benzyloxy)-1-(1-(methylsulfonyl)spiro[indoline-3,4'-piperidin]-1'-yl)-1-oxopropan-2-yl)-2-methylpropanamide

7. 2-amino-2-methyl-n-[(2r)-1-(1-methylsulfonylspiro[2h-indole-3,4'-piperidine]-1'-yl)-1-oxo-3-phenylmethoxypropan-2-yl]propanamide

8. L 163191

9. 159634-47-6 (free Base)

10. L-163,191

11. Chembl542653

12. 1-(methanesulfonyl)-1'-(2-methyl-l-alanyl-o-benzyl-d-seryl)-1,2-dihydrospiro[indole-3,4'-piperidine]

13. 192511-65-2

14. Unii-gj0egn38ul

15. Ibutamoren [who-dd]

16. Schembl739398

17. Gtpl5867

18. Ibutamoren (mk-677)

19. Ibutamoren [nflis-drug]

20. Dtxsid90166700

21. Zinc1543181

22. Bdbm50049478

23. Bdbm50403624

24. Akos025401779

25. Ncgc00263115-01

26. Ncgc00263115-05

27. Ncgc00263115-10

28. Ac-25509

29. Q5984942

30. 1-{[(2r)-3-(benzyloxy)-1-{1-methanesulfonyl-1,2-dihydrospiro[indole-3,4''-piperidine]-1''-yl}-1-oxopropan-2-yl]carbamoyl}-1-methylethan-1-aminium

31. 1kd

32. 1n-[1-benzyloxymethyl-2-[1-methylsulfonylspiro[2,3-dihydro-1h-indole-3,4''-(hexahydropyridine)]-1-yl]-2-oxo-(1r)-ethyl]-2-amino-2-methylpropanamide

33. 1n-[1-benzyloxymethyl-2-[1-methylsulfonylspiro[2,3-dihydro-1h-indole-3,4''-(hexahydropyridine)]-1-yl]-2-oxo-(1r)-ethyl]-2-amino-2-methylpropanamide [3a(mk-0677)]

34. 1n-[1-benzyloxymethyl-2-[1-methylsulfonylspiro[2,3-dihydro-1h-indole-3,4''-(hexahydropyridine)]-1-yl]-2-oxo-(1r)-ethyl]-2-amino-2-methylpropanamide(mk-0677)

35. 2-amino-n-((r)-2-(benzyloxy)-1-((1-(methylsulfonyl)spiro(indoline-3,4'-piperidin)-1'-yl)carbonyl)ethyl)-2-methylpropionamide

36. 2-amino-n-(3-(benzyloxy)-1-(1-methanesulfonyl-1,2-dihydrospiro(indole-3,4'-piperidin)-1'-yl)-1-oxopropan-2-yl)-2-methylpropanamide

37. Propanamide, 2-amino-n-((1r)-2-(1,2-dihydro-1-(methylsulfonyl)spiro(3h-indole-3,4'-piperidin)-1'-yl)-2-oxo-1-((phenylmethoxy)methyl)ethyl)-2-methyl-

38. Propanamide, 2-amino-n-(2-(1,2-dihydro-1-(methylsulfonyl)spiro(3h-indole-3,4'-piperidin)-1'-yl)-2-oxo-1-((phenylmethoxy)methyl)ethyl)-2-methyl-, (r)-

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₂₇H₃₆N₄O₅S
Molecular Weight	528.7 g/mol
XLogP3	1.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	8
Exact Mass	528.24064144 g/mol
Monoisotopic Mass	528.24064144 g/mol
Topological Polar Surface Area	130 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	920
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1