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Thymopentin

Synopsis, Chemistry

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Also known as: 69558-55-0, Ncgc00166412-01, Specplus_000687, Spectrum4_001271, Arg-lys-asp-val-tyr-oh, Thymopentin acetate(tp-5)

Molecular Formula

C₃₀H₄₉N₉O₉

Molecular Weight

679.8 g/mol

InChI Key

PSWFFKRAVBDQEG-UHFFFAOYSA-N

Synthetic pentapeptide corresponding to the amino acids 32-36 of thymopoietin and exhibiting the full biological activity of the natural hormone. It is an immunomodulator which has been studied for possible use in the treatment of rheumatoid arthritis, AIDS, and other primary immunodeficiencies.

1 2D Structure

Thymopentin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[[6-amino-2-[[2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-4-[[1-[[1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-oxobutanoic acid

2.1.2 InChI

InChI=1S/C30H49N9O9/c1-16(2)24(28(46)38-22(29(47)48)14-17-8-10-18(40)11-9-17)39-27(45)21(15-23(41)42)37-26(44)20(7-3-4-12-31)36-25(43)19(32)6-5-13-35-30(33)34/h8-11,16,19-22,24,40H,3-7,12-15,31-32H2,1-2H3,(H,36,43)(H,37,44)(H,38,46)(H,39,45)(H,41,42)(H,47,48)(H4,33,34,35)

2.1.3 InChI Key

PSWFFKRAVBDQEG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)C(C(=O)NC(CC1=CC=C(C=C1)O)C(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CCCCN)NC(=O)C(CCCN=C(N)N)N

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Pentapeptide, Thymopoietin

2. Thymopentin

3. Timunox

4. Tp-5

2.2.2 Depositor-Supplied Synonyms

1. 69558-55-0

2. Ncgc00166412-01

3. Specplus_000687

4. Spectrum4_001271

5. Arg-lys-asp-val-tyr-oh

6. Thymopentin Acetate(tp-5)

7. Thymopoietin Ii-32-36)

8. Kbiogr_001882

9. Divk1c_006783

10. Schembl989519

11. Chembl1868258

12. Kbio1_001727

13. Dtxsid10860899

14. Hms3369g09

15. (3s)-3-[[(2s)-6-amino-2-[[(2s)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]hexanoyl]amino]-4-[[(2s)-1-[[(1s)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-oxobutanoic Acid

16. Nsc645363

17. Akos015961651

18. Akos026750555

19. Ac-8959

20. Nsc-645363

21. As-13028

22. Dl-arginyl-dl-lysyl-dl-aspartyl-dl-valyl-dl-tyrosine

23. J-011348

24. N~5~-(diaminomethylidene)ornithyllysyl-alpha-aspartylvalyltyrosine

25. L-tyrosine, N-[n-[n-(n2-l-arginyl-l-lysly)-l-.alpha.-aspartyl]-l-valyl]-

2.3 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₄₉N₉O₉
Molecular Weight	679.8 g/mol
XLogP3	-6.4
Hydrogen Bond Donor Count	11
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	22
Exact Mass	679.36532417 g/mol
Monoisotopic Mass	679.36532417 g/mol
Topological Polar Surface Area	328 Å²
Heavy Atom Count	48
Formal Charge	0
Complexity	1110
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	5
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)