ChemFOnt: Showing chemical card for 4-Amino-3-phenylbutanoic acid (CFc000225882)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:49:40 UTC

Chemfont ID

CFc000225882

Molecule Identification

Common Name

4-Amino-3-phenylbutanoic acid

Definition

4-Amino-3-phenylbutanoic acid, also known as fenibut or noophen, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Based on a literature review very few articles have been published on 4-Amino-3-phenylbutanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Amino-3-phenylbutanoate	Generator
Fenibut	HMDB
4-Amino-3-phenylbutyric acid hydrochloride	HMDB
Noophen	HMDB
Citrocard	HMDB
4-Amino-3-phenylbutyric acid, (DL)-(+-)-mixture	HMDB
4-Amino-3-phenylbutyric acid	HMDB
beta-(Aminomethyl)benzenepropanoic acid	HMDB
Phenyl-gaba	HMDB
4-Amino-3-phenylbutyric acid, (L)-(-)-isomer	HMDB
Fenibut citrate	HMDB
beta-Phenyl-gamma-aminobutyric acid	HMDB
Phenybut	HMDB
beta-(Aminomethyl)hydrocinnamic acid	HMDB
Phenibut	MeSH

Chemical Formula

C₁₀H₁₃NO₂

Average Molecular Weight

179.219

Monoisotopic Molecular Weight

179.094628663

IUPAC Name

4-amino-3-phenylbutanoic acid

Traditional Name

phenibut

CAS Registry Number

Not Available

SMILES

NCC(CC(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H13NO2/c11-7-9(6-10(12)13)8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)

InChI Key

DAFOCGYVTAOKAJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

Gamma amino acid or derivatives
3-phenylpropanoic-acid
Amino fatty acid
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Primary amine
Hydrocarbon derivative
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	1.56 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	9.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.02 m³·mol⁻¹	ChemAxon
Polarizability	18.82 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

HMDB0246346

DrugBank ID

DB13455

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13491

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Phenibut

METLIN ID

Not Available

PubChem Compound

14113

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Amino-3-phenylbutanoic acid (CFc000225882)

MOL for CFc000225882 (4-Amino-3-phenylbutanoic acid)

3D MOL for CFc000225882 (4-Amino-3-phenylbutanoic acid)

3D SDF for CFc000225882 (4-Amino-3-phenylbutanoic acid)

3D-SDF for CFc000225882 (4-Amino-3-phenylbutanoic acid)

PDB for CFc000225882 (4-Amino-3-phenylbutanoic acid)

3D PDB for CFc000225882 (4-Amino-3-phenylbutanoic acid)

SMILES for CFc000225882 (4-Amino-3-phenylbutanoic acid)

INCHI for CFc000225882 (4-Amino-3-phenylbutanoic acid)

Structure for CFc000225882 (4-Amino-3-phenylbutanoic acid)

3D Structure for CFc000225882 (4-Amino-3-phenylbutanoic acid)