ChemFOnt: Showing chemical card for 3-(Aminomethyl)-5-methylhexanoic acid (CFc000225320)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:48:35 UTC

Chemfont ID

CFc000225320

Molecule Identification

Common Name

3-(Aminomethyl)-5-methylhexanoic acid

Definition

3-(Aminomethyl)-5-methylhexanoic acid, also known as 3-isobutyl gaba or pregabalin, 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 significant number of articles have been published on 3-(Aminomethyl)-5-methylhexanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(Aminomethyl)-5-methylhexanoate	Generator
Pregabalin	HMDB
Lyrica	HMDB
3-Isobutyl gaba	HMDB
3 Isobutyl gaba	HMDB
(S)-3-(Aminomethyl)-5-methylhexanoic acid	HMDB
GABA, 3-isobutyl	HMDB
(R-)-3-Isobutyl gaba	HMDB
(S+)-3-isobutyl gaba	HMDB

Chemical Formula

C₈H₁₇NO₂

Average Molecular Weight

159.2261

Monoisotopic Molecular Weight

159.125928793

IUPAC Name

3-(aminomethyl)-5-methylhexanoic acid

Traditional Name

3-(aminomethyl)-5-methylhexanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(CN)CC(O)=O

InChI Identifier

InChI=1S/C8H17NO2/c1-6(2)3-7(5-9)4-8(10)11/h6-7H,3-5,9H2,1-2H3,(H,10,11)

InChI Key

AYXYPKUFHZROOJ-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
Medium-chain fatty acid
Amino fatty acid
Branched fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	11.3 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.8	ChemAxon
pKa (Strongest Basic)	10.23	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	5	ChemAxon
Refractivity	43.68 m³·mol⁻¹	ChemAxon
Polarizability	18.01 Å³	ChemAxon
Number of Rings	0	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

HMDB0245784

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3902475

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4715169

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(Aminomethyl)-5-methylhexanoic acid (CFc000225320)

MOL for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

3D MOL for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

3D SDF for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

3D-SDF for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

PDB for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

3D PDB for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

SMILES for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

INCHI for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

Structure for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)

3D Structure for CFc000225320 (3-(Aminomethyl)-5-methylhexanoic acid)