ChemFOnt: Showing chemical card for Acetyl-Tyr-Val-Ala-Asp-chloromethylketone (CFc000229231)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:55:46 UTC

Chemfont ID

CFc000229231

Molecule Identification

Common Name

Acetyl-Tyr-Val-Ala-Asp-chloromethylketone

Definition

Acetyl-Tyr-Val-Ala-Asp-chloromethylketone, also known as yvad-CMK or ac-tyr-val-ala-asp-CMK, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. Based on a literature review a small amount of articles have been published on Acetyl-Tyr-Val-Ala-Asp-chloromethylketone.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ac-tyr-val-ala-asp-CMK	HMDB
N-Acetyl-tyrosinyl-valinyl-alanyl-aspartyl chloromethyl ketone	HMDB
N-Acetyl-tyrosyl-valyl-alanyl-aspartyl chloromethyl ketone	HMDB
N-Acetyltyrosinylvalinylalanylaspartylchloromethyl ketone	HMDB
YVAD-CMK	HMDB
YVAD-chloromethylketone	HMDB
Ac-yvad-CMK	MeSH

Chemical Formula

C₂₄H₃₃ClN₄O₈

Average Molecular Weight

541.0

Monoisotopic Molecular Weight

540.1986917

IUPAC Name

5-chloro-3-(2-{2-[2-acetamido-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}propanamido)-4-oxopentanoic acid

Traditional Name

5-chloro-3-(2-{2-[2-acetamido-3-(4-hydroxyphenyl)propanamido]-3-methylbutanamido}propanamido)-4-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)C(NC(=O)C(CC1=CC=C(O)C=C1)NC(C)=O)C(=O)NC(C)C(=O)NC(CC(O)=O)C(=O)CCl

InChI Identifier

InChI=1S/C24H33ClN4O8/c1-12(2)21(24(37)26-13(3)22(35)28-17(10-20(33)34)19(32)11-25)29-23(36)18(27-14(4)30)9-15-5-7-16(31)8-6-15/h5-8,12-13,17-18,21,31H,9-11H2,1-4H3,(H,26,37)(H,27,30)(H,28,35)(H,29,36)(H,33,34)

InChI Key

UOUBHJRCKHLGFB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Valine or derivatives
Alpha-amino acid amide
Alanine or derivatives
Beta amino acid or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Gamma-keto acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
N-acyl-amine
Keto acid
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Fatty amide
Acetamide
Alpha-haloketone
Alpha-chloroketone
Secondary carboxylic acid amide
Carboxamide group
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organochloride
Organonitrogen compound
Organooxygen compound
Alkyl halide
Carbonyl group
Alkyl chloride
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.031 g/L	ALOGPS
logP	1	ALOGPS
logP	0.096	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.01	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	131.77 m³·mol⁻¹	ChemAxon
Polarizability	52.29 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

HMDB0249697

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3591

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3722

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Acetyl-Tyr-Val-Ala-Asp-chloromethylketone (CFc000229231)

MOL for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

3D MOL for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

3D SDF for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

3D-SDF for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

PDB for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

3D PDB for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

SMILES for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

INCHI for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

Structure for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)

3D Structure for CFc000229231 (Acetyl-Tyr-Val-Ala-Asp-chloromethylketone)