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N-Phenylacetyl-L-Prolylglycine Ethyl Ester

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Chemistry

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Also known as: 157115-85-0, Gvs-111, Omberacetam, (s)-ethyl 2-(1-(2-phenylacetyl)pyrrolidine-2-carboxamido)acetate, N-phenylacetyl-l-prolylglycine ethyl ester, Glycine, 1-(phenylacetyl)-l-prolyl-, ethyl ester

Molecular Formula

C₁₇H₂₂N₂O₄

Molecular Weight

318.4 g/mol

InChI Key

PJNSMUBMSNAEEN-AWEZNQCLSA-N

FDA UNII

4QBJ98683M

1 2D Structure

N-Phenylacetyl-L-Prolylglycine Ethyl Ester

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate

2.1.2 InChI

InChI=1S/C17H22N2O4/c1-2-23-16(21)12-18-17(22)14-9-6-10-19(14)15(20)11-13-7-4-3-5-8-13/h3-5,7-8,14H,2,6,9-12H2,1H3,(H,18,22)/t14-/m0/s1

2.1.3 InChI Key

PJNSMUBMSNAEEN-AWEZNQCLSA-N

2.1.4 Canonical SMILES

CCOC(=O)CNC(=O)C1CCCN1C(=O)CC2=CC=CC=C2

2.1.5 Isomeric SMILES

CCOC(=O)CNC(=O)[C@@H]1CCCN1C(=O)CC2=CC=CC=C2

2.2 Other Identifiers

2.2.1 UNII

4QBJ98683M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dvd-111

2. Ethyl Phenylacetyl-pro-gly

3. Gvs 111

4. Gvs-111

5. N-phenylacetyl-l-prolylglycine Ethyl Ester

6. Omberacetam

7. Sgs-111

2.3.2 Depositor-Supplied Synonyms

1. 157115-85-0

2. Gvs-111

3. Omberacetam

4. (s)-ethyl 2-(1-(2-phenylacetyl)pyrrolidine-2-carboxamido)acetate

5. N-phenylacetyl-l-prolylglycine Ethyl Ester

6. Glycine, 1-(phenylacetyl)-l-prolyl-, Ethyl Ester

7. Ethyl 2-[[(2s)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate

8. 4qbj98683m

9. N-(1-(phenylacetyl)-l-prolyl)glycine Ethyl Ester

10. Ethyl (2-phenylacetyl)-l-prolylglycinate

11. Ethyl 1-(phenylacetyl)-l-prolylglycinate

12. Gvs 111

13. N-[1-(phenylacetyl)-l-prolyl]glycine Ethyl Ester

14. Ethyl Phenylacetyl-pro-gly

15. Unii-4qbj98683m

16. Glycine, N-(1-(phenylacetyl)-l-prolyl)-, Ethyl Ester

17. Omberacetam [inn]

18. Noopept [who-dd]

19. Schembl194807

20. Glycine, 1-(2-phenylacetyl)-l-prolyl-, Ethyl Ester

21. Noopept, >=98% (hplc)

22. Chembl4303687

23. Dtxsid80166214

24. Dvd-111

25. Sgs-111

26. Zinc3812682

27. Akos016012268

28. Am84514

29. Cs-1575

30. Ncgc00378939-05

31. As-10555

32. Hy-17456

33. J759.455k

34. N1120

35. Ethyl N-[1-(phenylacetyl)-l-prolyl]glycinate

36. 1-(2-phenylacetyl)-l-prolylglycine Ethyl Ester

37. C72975

38. 115p850

39. Q7049784

2.4 Create Date

2005-08-09

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₂N₂O₄
Molecular Weight	318.4 g/mol
XLogP3	1.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	318.15795719 g/mol
Monoisotopic Mass	318.15795719 g/mol
Topological Polar Surface Area	75.7 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	432
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

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Neuroprotective Agents

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)

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