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cyclo[Gly-Gly-aThr-aIle-Ile-Phe-Gly-Phe]

PubChem CID
163028680
Structure
cyclo[Gly-Gly-aThr-aIle-Ile-Phe-Gly-Phe]_small.png
Molecular Formula
Molecular Weight
792.9 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2022-04-13
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
cyclo[Gly-Gly-aThr-aIle-Ile-Phe-Gly-Phe].png

1.2 3D Status

Conformer generation is disallowed since too many atoms

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
cyclo[Gly-Gly-aThr-aIle-Ile-Phe-Gly-Phe]
HELM
PEPTIDE1{G.G.[*C(=O)[C@H]([C@H](C)O)N* |$_R2;;;;;;;;_R1$|].[*C(=O)[C@H]([C@H](C)CC)N* |$_R2;;;;;;;;;_R1$|].I.F.G.F}$PEPTIDE1,PEPTIDE1,8:R2-1:R1$$$
IUPAC
cyclo[glycyl-glycyl-L-allothreonyl-L-alloisoleucyl-L-isoleucyl-L-phenylalanyl-glycyl-L-phenylalanyl]

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(3S,6S,9S,12S,21S)-3,21-dibenzyl-6-[(2S)-butan-2-yl]-9-[(2R)-butan-2-yl]-12-[(1S)-1-hydroxyethyl]-1,4,7,10,13,16,19,22-octazacyclotetracosane-2,5,8,11,14,17,20,23-octone
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

3.1.2 InChI

InChI=1S/C40H56N8O9/c1-6-23(3)33-38(55)45-29(19-27-16-12-9-13-17-27)37(54)43-22-31(51)44-28(18-26-14-10-8-11-15-26)36(53)42-20-30(50)41-21-32(52)46-35(25(5)49)40(57)48-34(24(4)7-2)39(56)47-33/h8-17,23-25,28-29,33-35,49H,6-7,18-22H2,1-5H3,(H,41,50)(H,42,53)(H,43,54)(H,44,51)(H,45,55)(H,46,52)(H,47,56)(H,48,57)/t23-,24+,25-,28-,29-,33-,34-,35-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.3 InChIKey

WXWINKBXSHKMAQ-NZVHHXOFSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.4 SMILES

CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1)[C@H](C)CC)[C@H](C)O)CC2=CC=CC=C2)CC3=CC=CC=C3
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

3.2 Molecular Formula

C40H56N8O9
Computed by PubChem 2.2 (PubChem release 2021.10.14)

3.3 Other Identifiers

3.3.1 Wikidata

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
792.9 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
2.5
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
792.41702539 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
792.41702539 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
253 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
57
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
1400
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
8
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

6 Information Sources

  1. Wikidata
    (3S,6S,9S,12S,21S)-3,21-dibenzyl-9-[(2R)-butan-2-yl]-6-[(2S)-butan-2-yl]-12-[(1S)-1-hydroxyethyl]-1,4,7,10,13,16,19,22-octaazacyclotetracosa-1,4,7,10,13,16,19,22-octaen-2,5,8,11,14,17,20,23-octol
    https://www.wikidata.org/wiki/Q105321797
  2. PubChem
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