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coumaroyl(3-OH)-Gln-Gly-Asp-Gly-Phe-OH

PubChem CID
166919880
Structure
coumaroyl(3-OH)-Gln-Gly-Asp-Gly-Phe-OH_small.png
Molecular Formula
Synonyms
SCHEMBL24158410
Molecular Weight
684.6 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
  • Create:
    2023-03-21
  • Modify:
    2024-12-14

1 Structures

1.1 2D Structure

Chemical Structure Depiction
coumaroyl(3-OH)-Gln-Gly-Asp-Gly-Phe-OH.png

1.2 3D Status

Conformer generation is disallowed since too flexible

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
coumaroyl(3-OH)-Gln-Gly-Asp-Gly-Phe-OH
Sequence
QGDGF
HELM
PEPTIDE1{[*C(=O)[C@H](CCC(=O)N)NC(=O)/C=C/c1ccc(c(c1)O)O |$_R2;;;;;;;;;;;;;;;;;;;;;$|].G.D.G.F}$$$$
IUPAC
N-(3-hydroxycoumaroyl)-L-glutaminyl-glycyl-L-alpha-aspartyl-glycyl-L-phenylalanine

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(3S)-3-[[2-[[(2S)-5-amino-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino]-5-oxopentanoyl]amino]acetyl]amino]-4-[[2-[[(1S)-1-carboxy-2-phenylethyl]amino]-2-oxoethyl]amino]-4-oxobutanoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)

3.1.2 InChI

InChI=1S/C31H36N6O12/c32-24(40)10-8-19(35-25(41)11-7-18-6-9-22(38)23(39)13-18)29(46)33-15-26(42)36-20(14-28(44)45)30(47)34-16-27(43)37-21(31(48)49)12-17-4-2-1-3-5-17/h1-7,9,11,13,19-21,38-39H,8,10,12,14-16H2,(H2,32,40)(H,33,46)(H,34,47)(H,35,41)(H,36,42)(H,37,43)(H,44,45)(H,48,49)/b11-7+/t19-,20-,21-/m0/s1
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.3 InChIKey

SAJGFMFONCNORU-JSNRWNFZSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)

3.1.4 SMILES

C1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)CNC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCC(=O)N)NC(=O)/C=C/C2=CC(=C(C=C2)O)O
Computed by OEChem 2.3.0 (PubChem release 2021.10.14)

3.2 Molecular Formula

C31H36N6O12
Computed by PubChem 2.2 (PubChem release 2021.10.14)

3.3 Synonyms

3.3.1 Depositor-Supplied Synonyms

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
684.6 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
-1.3
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
10
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
12
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
19
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
684.23912060 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
684.23912060 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
304Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
49
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
1240
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
3
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
1
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 Patents

6.1 Depositor-Supplied Patent Identifiers

7 Information Sources

CONTENTS