ChemFOnt: Showing chemical card for Acetyl-Ser-Asp-Lys-Pro (CFc000227464)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:52:33 UTC

Chemfont ID

CFc000227464

Molecule Identification

Common Name

Acetyl-Ser-Asp-Lys-Pro

Definition

Acetyl-Ser-Asp-Lys-Pro, also known as ac-ser-asp-lys-pro-NH2 or acsdkp, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review a significant number of articles have been published on Acetyl-Ser-Asp-Lys-Pro.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Acetyl-ser-asp-lys-pro	HMDB
Acetyl-SDKP	HMDB
Acetyl-seryl-aspartyl-lysyl-prolinamide	HMDB
Ac-ser-asp-lys-pro-NH2	HMDB
AcSDKP	HMDB
Ac-SDKP	HMDB
Ac-ser-asp-lys-pro	HMDB
Acetyl-seryl-aspartyl-lysyl-proline	HMDB
Seraspenide	HMDB
AcSDKP-NH2	HMDB
Acetyl-N-ser-asp-lys-pro	HMDB
Goralatide	HMDB

Chemical Formula

C₂₀H₃₃N₅O₉

Average Molecular Weight

487.51

Monoisotopic Molecular Weight

487.227827663

IUPAC Name

1-{6-amino-2-[3-carboxy-2-(2-acetamido-3-hydroxypropanamido)propanamido]hexanoyl}pyrrolidine-2-carboxylic acid

Traditional Name

1-{6-amino-2-[3-carboxy-2-(2-acetamido-3-hydroxypropanamido)propanamido]hexanoyl}pyrrolidine-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CO)C(=O)NC(CC(O)=O)C(=O)NC(CCCCN)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C20H33N5O9/c1-11(27)22-14(10-26)18(31)24-13(9-16(28)29)17(30)23-12(5-2-3-7-21)19(32)25-8-4-6-15(25)20(33)34/h12-15,26H,2-10,21H2,1H3,(H,22,27)(H,23,30)(H,24,31)(H,28,29)(H,33,34)

InChI Key

HJDRXEQUFWLOGJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Aspartic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Proline or derivatives
Alpha-amino acid amide
Serine or derivatives
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine carboxylic acid
Heterocyclic fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Acetamide
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Amino acid
Carboxylic acid
Azacycle
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Primary amine
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Amine
Organic oxide
Organic oxygen compound
Alcohol
Primary aliphatic amine
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	12.1 g/L	ALOGPS
logP	-3	ALOGPS
logP	-6.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	10.19	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	228.46 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	114.41 m³·mol⁻¹	ChemAxon
Polarizability	48.16 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0247929

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3610210

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4409396

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Acetyl-Ser-Asp-Lys-Pro (CFc000227464)

MOL for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

3D MOL for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

3D SDF for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

3D-SDF for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

PDB for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

3D PDB for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

SMILES for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

INCHI for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

Structure for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)

3D Structure for CFc000227464 (Acetyl-Ser-Asp-Lys-Pro)