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ACTIVE PHARMA INGREDIENTS

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Also known as: 77614-16-5, H-tyr-d-ala-phe-gly-tyr-pro-ser-nh2, (2s)-n-[(2s)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2s)-2-[[2-[[(2s)-2-[[(2r)-2-[[(2s)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide, Chembl278789, 2sec01b703, Tyr-d-ala-phe-gly-tyr-pro-ser-nh2

Molecular Formula

C₄₀H₅₀N₈O₁₀

Molecular Weight

802.9 g/mol

InChI Key

FHZPGIUBXYVUOY-VWGYHWLBSA-N

FDA UNII

2SEC01B703

dermorphin is a natural product found in Agalychnis callidryas with data available.

1 2D Structure

Dermorphin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S)-N-[(2S)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2S)-2-[[2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide

2.1.2 InChI

InChI=1S/C40H50N8O10/c1-23(44-37(55)29(41)18-25-9-13-27(50)14-10-25)36(54)46-30(19-24-6-3-2-4-7-24)38(56)43-21-34(52)45-31(20-26-11-15-28(51)16-12-26)40(58)48-17-5-8-33(48)39(57)47-32(22-49)35(42)53/h2-4,6-7,9-16,23,29-33,49-51H,5,8,17-22,41H2,1H3,(H2,42,53)(H,43,56)(H,44,55)(H,45,52)(H,46,54)(H,47,57)/t23-,29+,30+,31+,32+,33+/m1/s1

2.1.3 InChI Key

FHZPGIUBXYVUOY-VWGYHWLBSA-N

2.1.4 Canonical SMILES

CC(C(=O)NC(CC1=CC=CC=C1)C(=O)NCC(=O)NC(CC2=CC=C(C=C2)O)C(=O)N3CCCC3C(=O)NC(CO)C(=O)N)NC(=O)C(CC4=CC=C(C=C4)O)N

2.1.5 Isomeric SMILES

C[C@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)NCC(=O)N[C@@H](CC2=CC=C(C=C2)O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CO)C(=O)N)NC(=O)[C@H](CC4=CC=C(C=C4)O)N

2.2 Other Identifiers

2.2.1 UNII

2SEC01B703

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dermorphin, (2-l-ala)-isomer

2. H-tyr-d-ala-phe-gly-tyr-pro-ser-nh2

3. Tyrosyl-alanyl-phenylalanyl-glycyl-tyrosyl-prolyl-serinamide

2.3.2 Depositor-Supplied Synonyms

1. 77614-16-5

2. H-tyr-d-ala-phe-gly-tyr-pro-ser-nh2

3. (2s)-n-[(2s)-1-amino-3-hydroxy-1-oxopropan-2-yl]-1-[(2s)-2-[[2-[[(2s)-2-[[(2r)-2-[[(2s)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]-3-phenylpropanoyl]amino]acetyl]amino]-3-(4-hydroxyphenyl)propanoyl]pyrrolidine-2-carboxamide

4. Chembl278789

5. 2sec01b703

6. Tyr-d-ala-phe-gly-tyr-pro-ser-nh2

7. Dermorphin Acetate

8. Tyrosyl-alanyl-phenylalanyl-glycyl-tyrosyl-prolyl-serinamide

9. Unii-2sec01b703

10. Yafgyps-nh2

11. Schembl237169

12. Tyr-ala-phe-gly-tyr-pro-ser

13. Dtxsid40228281

14. Chebi:177767

15. Hy-p0244

16. Bdbm50059841

17. Tyr-dala-phe-gly-tyr-pro-ser-nh2

18. Zinc95548678

19. C20030

20. Q1771654

21. L-serinamide, L-tyrosyl-d-alanyl-l-phenylalanylglycyl-l-tyrosyl-l-prolyl-

22. (s)-1-[(s)-2-[2-((s)-2-{(r)-2-[(s)-2-amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic Acid ((s)-1-carbamoyl-2-hydroxy-ethyl)-amide

23. (s)-n-((s)-1-amino-3-hydroxy-1-oxopropan-2-yl)-1-((2s,8s,11r,14s)-14-amino-8-benzyl-2-(4-hydroxybenzyl)-15-(4-hydroxyphenyl)-11-methyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecane)pyrrolidine-2-carboxamide

24. 1-[2-[2-(2-{2-[2-amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic Acid (1-carbamoyl-2-hydroxy-ethyl)-amide

25. 1-[2-[2-(2-{2-[2-amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic Acid (1-carbamoyl-2-hydroxy-ethyl)-amide (dermorphin)

26. 1-[2-[2-(2-{2-[2-amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic Acid (1-carbamoyl-2-hydroxy-ethyl)-amide(dermorphin)

27. Dermorphin;1-[2-[2-(2-{2-[2-amino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-acetylamino]-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carboxylic Acid (1-carbamoyl-2-hydroxy-ethyl)-amide

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₄₀H₅₀N₈O₁₀
Molecular Weight	802.9 g/mol
XLogP3	0
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	19
Exact Mass	802.36498982 g/mol
Monoisotopic Mass	802.36498982 g/mol
Topological Polar Surface Area	296 Å²
Heavy Atom Count	58
Formal Charge	0
Complexity	1410
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
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

Analgesics, Opioid

Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS. (See all compounds classified as Analgesics, Opioid.)

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