ChemFOnt: Showing chemical card for (S)-4-Amino-3-(4-chlorophenyl)butanoic acid (CFc000223256)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:44:45 UTC

Chemfont ID

CFc000223256

Molecule Identification

Common Name

(S)-4-Amino-3-(4-chlorophenyl)butanoic acid

Definition

baclofen, also known as kemstro or lioresal, 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 a small amount of articles have been published on baclofen.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-Baclofen	ChEBI
4-Amino-3-(4-chlorophenyl)butyric acid	ChEBI
Baclofene	ChEBI
Baclofeno	ChEBI
Baclofenum	ChEBI
beta-(4-Chlorophenyl)gaba	ChEBI
beta-(Aminomethyl)-4-chlorobenzenepropanoic acid	ChEBI
beta-(Aminomethyl)-p-chlorohydrocinnamic acid	ChEBI
beta-(p-Chlorophenyl)-gamma-aminobutyric acid	ChEBI
DL-4-Amino-3-p-chlorophenylbutanoic acid	ChEBI
DL-Baclofen	ChEBI
gamma-Amino-beta-(p-chlorophenyl)butyric acid	ChEBI
Kemstro	Kegg
Lioresal	Kegg
4-Amino-3-(4-chlorophenyl)butyrate	Generator
b-(4-Chlorophenyl)gaba	Generator
Β-(4-chlorophenyl)gaba	Generator
b-(Aminomethyl)-4-chlorobenzenepropanoate	Generator
b-(Aminomethyl)-4-chlorobenzenepropanoic acid	Generator
beta-(Aminomethyl)-4-chlorobenzenepropanoate	Generator
Β-(aminomethyl)-4-chlorobenzenepropanoate	Generator
Β-(aminomethyl)-4-chlorobenzenepropanoic acid	Generator
b-(Aminomethyl)-p-chlorohydrocinnamate	Generator
b-(Aminomethyl)-p-chlorohydrocinnamic acid	Generator
beta-(Aminomethyl)-p-chlorohydrocinnamate	Generator
Β-(aminomethyl)-p-chlorohydrocinnamate	Generator
Β-(aminomethyl)-p-chlorohydrocinnamic acid	Generator
b-(p-Chlorophenyl)-g-aminobutyrate	Generator
b-(p-Chlorophenyl)-g-aminobutyric acid	Generator
beta-(p-Chlorophenyl)-gamma-aminobutyrate	Generator
Β-(p-chlorophenyl)-γ-aminobutyrate	Generator
Β-(p-chlorophenyl)-γ-aminobutyric acid	Generator
DL-4-Amino-3-p-chlorophenylbutanoate	Generator
g-Amino-b-(p-chlorophenyl)butyrate	Generator
g-Amino-b-(p-chlorophenyl)butyric acid	Generator
gamma-Amino-beta-(p-chlorophenyl)butyrate	Generator
Γ-amino-β-(p-chlorophenyl)butyrate	Generator
Γ-amino-β-(p-chlorophenyl)butyric acid	Generator
ASTA medica brand OF baclofen	MeSH, HMDB
Alphapharm brand OF baclofen	MeSH, HMDB
Ashbourne brand OF baclofen	MeSH, HMDB
Baclofen athena brand	MeSH, HMDB
Baclofen irex brand	MeSH, HMDB
Baclospas	MeSH, HMDB
Chlorophenyl gaba	MeSH, HMDB
Ciba geigy brand OF baclofen	MeSH, HMDB
Gen baclofen	MeSH, HMDB
GenBaclofen	MeSH, HMDB
Isis brand OF baclofen	MeSH, HMDB
PCP-GABA	MeSH, HMDB
AWD, baclofen	MeSH, HMDB
Athena brand OF baclofen	MeSH, HMDB
Atrofen	MeSH, HMDB
Baclofen apotex brand	MeSH, HMDB
Baclofen isis brand	MeSH, HMDB
Baclofen medtronic brand	MeSH, HMDB
Baclofen nu-pharm brand	MeSH, HMDB
Baclofen pharmascience brand	MeSH, HMDB
NuBaclo	MeSH, HMDB
PMS-Baclofen	MeSH, HMDB
PMSBaclofen	MeSH, HMDB
apo Baclofen	MeSH, HMDB
ApoBaclofen	MeSH, HMDB
Apotex brand OF baclofen	MeSH, HMDB
Baclofen awd	MeSH, HMDB
Baclofen ciba-geigy brand	MeSH, HMDB
Baclofen novartis brand	MeSH, HMDB
Baclofène irex	MeSH, HMDB
Baclofène-irex	MeSH, HMDB
BaclofèneIrex	MeSH, HMDB
CIBA-34,647-ba	MeSH, HMDB
Gen-baclofen	MeSH, HMDB
Irex brand OF baclofen	MeSH, HMDB
Lebic	MeSH, HMDB
Nu baclo	MeSH, HMDB
Nu-baclo	MeSH, HMDB
Nu-pharm brand OF baclofen	MeSH, HMDB
PMS Baclofen	MeSH, HMDB
apo-Baclofen	MeSH, HMDB
Baclofen alphapharm brand	MeSH, HMDB
Baclofen ashbourne brand	MeSH, HMDB
Baclophen	MeSH, HMDB
CIBA34,647ba	MeSH, HMDB
Ciba-geigy brand OF baclofen	MeSH, HMDB
Clofen	MeSH, HMDB
GABA, chlorophenyl	MeSH, HMDB
Genpharm	MeSH, HMDB
Medtronic brand OF baclofen	MeSH, HMDB
Novartis brand OF baclofen	MeSH, HMDB
Nu pharm brand OF baclofen	MeSH, HMDB
Pharmascience brand OF baclofen	MeSH, HMDB

Chemical Formula

C₁₀H₁₂ClNO₂

Average Molecular Weight

213.661

Monoisotopic Molecular Weight

213.05565634

IUPAC Name

4-amino-3-(4-chlorophenyl)butanoic acid

Traditional Name

baclofen

CAS Registry Number

1134-47-0

SMILES

NCC(CC(O)=O)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)

InChI Key

KPYSYYIEGFHWSV-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
Chlorobenzene
Aralkylamine
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organohalogen compound
Organic nitrogen compound
Primary aliphatic amine
Organooxygen compound
Primary amine
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:2972 )
primary amino compound (CHEBI:2972 )
monochlorobenzenes (CHEBI:2972 )
gamma-amino acid (CHEBI:2972 )

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	0.71 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-0.78	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	9.79	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	54.83 m³·mol⁻¹	ChemAxon
Polarizability	21.13 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2197

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Baclofen

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

2972

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (S)-4-Amino-3-(4-chlorophenyl)butanoic acid (CFc000223256)

MOL for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

3D MOL for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

3D SDF for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

3D-SDF for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

PDB for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

3D PDB for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

SMILES for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

INCHI for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

Structure for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)

3D Structure for CFc000223256 ((S)-4-Amino-3-(4-chlorophenyl)butanoic acid)