ChemFOnt: Showing chemical card for N-Acetyl-DL-phenylalanine beta-naphthyl ester (CFc000225132)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:48:14 UTC

Chemfont ID

CFc000225132

Molecule Identification

Common Name

N-Acetyl-DL-phenylalanine beta-naphthyl ester

Definition

N-Acetyl-DL-phenylalanine beta-naphthyl ester, also known as APNE, belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review a small amount of articles have been published on N-Acetyl-DL-phenylalanine beta-naphthyl ester.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
APNE	ChEBI
N-Acetylphenylalanine beta-naphthyl ester	ChEBI
N-Acetylphenylalanine b-naphthyl ester	Generator
N-Acetylphenylalanine β-naphthyl ester	Generator
N-Acetyl-DL-phenylalanine b-naphthyl ester	Generator
N-Acetyl-DL-phenylalanine β-naphthyl ester	Generator

Chemical Formula

C₂₁H₁₉NO₃

Average Molecular Weight

333.387

Monoisotopic Molecular Weight

333.136493476

IUPAC Name

naphthalen-2-yl 2-acetamido-3-phenylpropanoate

Traditional Name

APNE

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CC1=CC=CC=C1)C(=O)OC1=CC2=CC=CC=C2C=C1

InChI Identifier

InChI=1S/C21H19NO3/c1-15(23)22-20(13-16-7-3-2-4-8-16)21(24)25-19-12-11-17-9-5-6-10-18(17)14-19/h2-12,14,20H,13H2,1H3,(H,22,23)

InChI Key

BBXRRTJNJCPGBU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine and derivatives

Alternative Parents

Substituents

Phenylalanine or derivatives
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Amphetamine or derivatives
Naphthalene
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Carboxylic acid ester
Carboximidic acid
Carboximidic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

alpha-amino acid ester (CHEBI:7219 )
phenylalanine derivative (CHEBI:7219 )

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	0.00062 g/L	ALOGPS
logP	4.08	ALOGPS
logP	3.69	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	12.51	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95.56 m³·mol⁻¹	ChemAxon
Polarizability	36.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0245596

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

88663

KEGG Compound ID

C11341

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

98192

PDB ID

Not Available

ChEBI ID

7219

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Acetyl-DL-phenylalanine beta-naphthyl ester (CFc000225132)

MOL for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

3D MOL for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

3D SDF for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

3D-SDF for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

PDB for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

3D PDB for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

SMILES for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

INCHI for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

Structure for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)

3D Structure for CFc000225132 (N-Acetyl-DL-phenylalanine beta-naphthyl ester)