ChemFOnt: Showing chemical card for (S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid (CFc000226864)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:51:27 UTC

Chemfont ID

CFc000226864

Molecule Identification

Common Name

(S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid

Definition

(S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid, also known as glutaryl-L-phenylalanine-p-nitroanilide or GPNA, belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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 significant number of articles have been published on (S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoate	Generator
GPNA	HMDB
Glutaryl-L-phenylalanine-p-nitroanilide	HMDB
Glutaryl-phe-p-nitroanilide	HMDB
Glutarylphenylalanine-4-nitroanilide	HMDB
Glutarylphenylalanine-p-nitroanilide	HMDB

Chemical Formula

C₁₁H₁₃N₃O₅

Average Molecular Weight

267.241

Monoisotopic Molecular Weight

267.085520531

IUPAC Name

2-amino-4-[(4-nitrophenyl)carbamoyl]butanoic acid

Traditional Name

2-amino-4-[(4-nitrophenyl)carbamoyl]butanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCC(=O)NC1=CC=C(C=C1)[N+]([O-])=O)C(O)=O

InChI Identifier

InChI=1S/C11H13N3O5/c12-9(11(16)17)5-6-10(15)13-7-1-3-8(4-2-7)14(18)19/h1-4,9H,5-6,12H2,(H,13,15)(H,16,17)

InChI Key

WMZTYIRRBCGARG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
Nitrobenzene
Anilide
Nitroaromatic compound
N-arylamide
Monocyclic benzene moiety
Fatty amide
Benzenoid
Fatty acyl
Carboxamide group
C-nitro compound
Secondary carboxylic acid amide
Amino acid
Organic nitro compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxoazanium
Carbonyl group
Organonitrogen compound
Organic oxide
Amine
Organooxygen compound
Primary aliphatic amine
Organopnictogen compound
Primary amine
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic zwitterion
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a nitroaromatic compound (CPD-9385 )

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	0.54 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.8	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	135.56 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	65.89 m³·mol⁻¹	ChemAxon
Polarizability	25.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0247328

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

485731

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

558754

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid (CFc000226864)

MOL for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

3D MOL for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

3D SDF for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

3D-SDF for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

PDB for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

3D PDB for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

SMILES for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

INCHI for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

Structure for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)

3D Structure for CFc000226864 ((S)-2-Amino-5-((4-nitrophenyl)amino)-5-oxopentanoic acid)