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Seqens Trofinetide

Synopsis

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Data Compilation #PharmaFlow

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Chemistry

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Also known as: 853400-76-7, Nnz-2566, Trofinetide [inn], Trofinetide [usan], Z2me8f52ql, L-glutamic acid, glycyl-2-methyl-l-prolyl-

Molecular Formula

C₁₃H₂₁N₃O₆

Molecular Weight

315.32 g/mol

InChI Key

BUSXWGRAOZQTEY-SDBXPKJASA-N

FDA UNII

Z2ME8F52QL

Trofinetide (NNZ-2566), a neuroprotective analogue of [glypromate], is a novel molecule that has a profile suitable for both intravenous infusion and chronic oral delivery. It is currently in development to treat traumatic brain injury.

1 2D Structure

Trofinetide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-2-[[(2S)-1-(2-aminoacetyl)-2-methylpyrrolidine-2-carbonyl]amino]pentanedioic acid

2.1.2 InChI

InChI=1S/C13H21N3O6/c1-13(5-2-6-16(13)9(17)7-14)12(22)15-8(11(20)21)3-4-10(18)19/h8H,2-7,14H2,1H3,(H,15,22)(H,18,19)(H,20,21)/t8-,13-/m0/s1

2.1.3 InChI Key

BUSXWGRAOZQTEY-SDBXPKJASA-N

2.1.4 Canonical SMILES

CC1(CCCN1C(=O)CN)C(=O)NC(CCC(=O)O)C(=O)O

2.1.5 Isomeric SMILES

C[C@]1(CCCN1C(=O)CN)C(=O)N[C@@H](CCC(=O)O)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

Z2ME8F52QL

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Glycyl-l-2-methylprolyl-l-glutamic Acid

2.3.2 Depositor-Supplied Synonyms

1. 853400-76-7

2. Nnz-2566

3. Trofinetide [inn]

4. Trofinetide [usan]

5. Z2me8f52ql

6. L-glutamic Acid, Glycyl-2-methyl-l-prolyl-

7. Acp-2566

8. ((s)-1-glycyl-2-methylpyrrolidine-2-carbonyl)-l-glutamic Acid

9. Unii-z2me8f52ql

10. Nnz 2566

11. Glycyl-l-2-methylprolyl-l-glutamic Acid

12. Glycyl-2-methyl-l-prolyl-l-glutamic Acid

13. Trofinetide(nnz2566)

14. Trofinetide [who-dd]

15. Chembl197084

16. Schembl1170014

17. Gly-2-methyl-l-pro-l-glu-oh

18. Dtxsid101336041

19. Who 10076

20. Cs-8154

21. Db06045

22. Hy-16757

23. A16972

24. Q27294917

25. (2s)-2-[[(2s)-1-(2-aminoacetyl)-2-methylpyrrolidine-2-carbonyl]amino]pentanedioic Acid

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₂₁N₃O₆
Molecular Weight	315.32 g/mol
XLogP3	-3.9
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	315.14303540 g/mol
Monoisotopic Mass	315.14303540 g/mol
Topological Polar Surface Area	150 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	480
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

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in traumatic brain injuries.

5 Pharmacology and Biochemistry

5.1 Pharmacology

NNZ-2566 is shown to have multi-faceted action to significantly reduce both inflammation and apoptosis (cell death), protecting the neurons and their surrounding infrastructure.

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