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Chemistry

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Also known as: Ampion, 110954-19-3, Da-dkp, R9chm391d5, 2-((2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl)acetic acid, 2-[(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic acid

Molecular Formula

C₇H₁₀N₂O₄

Molecular Weight

186.17 g/mol

InChI Key

RVLCUCVJZVRNDC-IMJSIDKUSA-N

FDA UNII

R9CHM391D5

Aspartyl-alanyl-diketopiperazine is under investigation in clinical trial NCT03349645 (An Open Label Extension Study to Assess the Safety of Long-Term Treatment With Ampion for Severe OA of the Knee).

1 2D Structure

Aspartyl-alanyl-diketopiperazine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[(2S,5S)-5-methyl-3,6-dioxopiperazin-2-yl]acetic acid

2.1.2 InChI

InChI=1S/C7H10N2O4/c1-3-6(12)9-4(2-5(10)11)7(13)8-3/h3-4H,2H2,1H3,(H,8,13)(H,9,12)(H,10,11)/t3-,4-/m0/s1

2.1.3 InChI Key

RVLCUCVJZVRNDC-IMJSIDKUSA-N

2.1.4 Canonical SMILES

CC1C(=O)NC(C(=O)N1)CC(=O)O

2.1.5 Isomeric SMILES

C[C@H]1C(=O)N[C@H](C(=O)N1)CC(=O)O

2.2 Other Identifiers

2.2.1 UNII

R9CHM391D5

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (2s,5s)-5-methyl-3,6-dioxo-2-piperazineacetic Acid

2. Ampion

3. Ap-013

4. Ap013

5. Da-dkp

2.3.2 Depositor-Supplied Synonyms

1. Ampion

2. 110954-19-3

3. Da-dkp

4. R9chm391d5

5. 2-((2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl)acetic Acid

6. 2-[(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic Acid

7. 2-piperazineacetic Acid, 5-methyl-3,6-dioxo-, (2s,5s)-

8. Unii-r9chm391d5

9. Chembl4297349

10. Zinc33961611

11. Akos026716132

12. Db14940

13. Hy-107091

14. Cs-0027308

15. Q27288007

16. F2147-2995

17. 2-piperazineaceticacid,5-methyl-3,6-dioxo-,(2s,5s)-(9ci)

18. [(2s,5s)-5-methyl-3,6-dioxopiperazin-2-yl]acetic Acid

19. 1879938-60-9

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₇H₁₀N₂O₄
Molecular Weight	186.17 g/mol
XLogP3	-1.4
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	186.06405680 g/mol
Monoisotopic Mass	186.06405680 g/mol
Topological Polar Surface Area	95.5 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	263
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1