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Chemistry

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Also known as: 736992-21-5, Bendavia, Mtp-131, Ocuvia, Mtp 131, Rx 31

Molecular Formula

C₃₂H₄₉N₉O₅

Molecular Weight

639.8 g/mol

InChI Key

SFVLTCAESLKEHH-WKAQUBQDSA-N

FDA UNII

87GWG91S09

Elamipretide has been used in trials studying the treatment of Leber's Hereditary Optic Neuropathy.

1 2D Structure

Elamipretide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-6-amino-2-[[(2S)-2-[[(2R)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]amino]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]hexanamide

2.1.2 InChI

InChI=1S/C32H49N9O5/c1-19-15-22(42)16-20(2)23(19)18-27(41-29(44)24(34)11-8-14-38-32(36)37)31(46)39-25(12-6-7-13-33)30(45)40-26(28(35)43)17-21-9-4-3-5-10-21/h3-5,9-10,15-16,24-27,42H,6-8,11-14,17-18,33-34H2,1-2H3,(H2,35,43)(H,39,46)(H,40,45)(H,41,44)(H4,36,37,38)/t24-,25+,26+,27+/m1/s1

2.1.3 InChI Key

SFVLTCAESLKEHH-WKAQUBQDSA-N

2.1.4 Canonical SMILES

CC1=CC(=CC(=C1CC(C(=O)NC(CCCCN)C(=O)NC(CC2=CC=CC=C2)C(=O)N)NC(=O)C(CCCN=C(N)N)N)C)O

2.1.5 Isomeric SMILES

CC1=CC(=CC(=C1C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N)NC(=O)[C@@H](CCCN=C(N)N)N)C)O

2.2 Other Identifiers

2.2.1 UNII

87GWG91S09

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Arg-dmt-lys-phe-nh2

2. Arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide

3. Bendavia

4. D-arg-dmt-lys-phe-nh2

5. Mtp-131

6. Ss-31 Peptide

7. Ss31 Peptide

2.3.2 Depositor-Supplied Synonyms

1. 736992-21-5

2. Bendavia

3. Mtp-131

4. Ocuvia

5. Mtp 131

6. Rx 31

7. Ss 31

8. L-phenylalaninamide, D-arginyl-2,6-dimethyl-l-tyrosyl-l-lysyl-

9. Unii-87gwg91s09

10. Szeto-schiller Peptide

11. Rx-31

12. Ss-31

13. Nh2-d-arg-dmt-lys-phe-nh2

14. 87gwg91s09

15. D-arginyl-2,6-dimethyl-l-tyrosyl-l-lysyl-l-phenylalaninamide

16. (2s)-6-amino-2-[[(2s)-2-[[(2r)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]amino]-n-[(2s)-1-amino-1-oxo-3-phenylpropan-2-yl]hexanamide

17. (s)-6-amino-n-((s)-1-amino-1-oxo-3-phenylpropan-2-yl)-2-((s)-2-((r)-2-amino-5-guanidinopentanamido)-3-(4-hydroxy-2,6-dimethylphenyl)propanamido)hexanamide

18. Ss-31 Peptide

19. Arg-dmt-lys-phe-nh2

20. D-arg-dmt-lys-phe-nh2

21. Ss31 Peptide

22. Elamipretide [inn]

23. Elamipretide [usan:inn]

24. Elamipretide (usan/inn)

25. Elamipretide [usan]

26. Elamipretide (mtp-131)

27. Elamipretide [who-dd]

28. Arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide

29. Chembl3833370

30. Schembl15028020

31. Dtxsid50471988

32. Ss-31mtp-131

33. Hy-p0125

34. S9803

35. Zinc43130902

36. Cs-5846

37. Db11981

38. D10925

39. D78262

40. A901134

41. Q27269822

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₃₂H₄₉N₉O₅
Molecular Weight	639.8 g/mol
XLogP3	0
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	19
Exact Mass	639.38566570 g/mol
Monoisotopic Mass	639.38566570 g/mol
Topological Polar Surface Area	267 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	991
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1