ChemFOnt: Showing chemical card for 3-Amino-2-piperidone (CFc000000227)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:44:34 UTC

Chemfont ID

CFc000000227

Molecule Identification

Common Name

3-Amino-2-piperidone

Definition

3-Amino-2-piperidone is a delta-lactam of ornithine. It is found in the urine of patients with hyperornithinemia (PMID 679477 ), due to Ornithine keto acid aminotransferase (EC 2.6.1.13) deficiency (OMIM 258870 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cyclo-ornithine	ChEBI
(+)-3-Aminopiperidin-2-one	HMDB
(R)-(+)-3-Amino-2-piperidinon	HMDB
(S)-(-)-3-Amino-2-piperidinon	HMDB
(S)-3-Amino-2-piperidinon	HMDB
3-Amino-2-piperidinone	HMDB
Ornithine N5-lactam	HMDB
3-Aminopiperidine-2-one	HMDB
3-Amino-2-piperidone	ChEBI

Chemical Formula

C₅H₁₀N₂O

Average Molecular Weight

114.1457

Monoisotopic Molecular Weight

114.079312952

IUPAC Name

3-aminopiperidin-2-one

Traditional Name

3-amino-2-piperidone

CAS Registry Number

1892-22-4

SMILES

NC1CCCNC1=O

InChI Identifier

InChI=1S/C5H10N2O/c6-4-2-1-3-7-5(4)8/h4H,1-3,6H2,(H,7,8)

InChI Key

YCCMTCQQDULIFE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
3-aminopiperidine
Delta-lactam
Piperidinone
Piperidine
Carboxamide group
Lactam
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Primary amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

primary amino compound (CHEBI:76341 )
delta-lactam (CHEBI:76341 )
piperidones (CHEBI:76341 )

Functional Ontology

Not Available

Sweat (PMID: 26755145)

Source

Endogenous

Endogenous (HMDB: HMDB0000323)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	444 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-1.1	ChemAxon
logS	0.59	ALOGPS
pKa (Strongest Acidic)	14.55	ChemAxon
pKa (Strongest Basic)	8.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	30.01 m³·mol⁻¹	ChemAxon
Polarizability	11.83 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

HMDB0000323

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021949

KNApSAcK ID

C00052808

Chemspider ID

4371576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5312

PubChem Compound

5200225

PDB ID

Not Available

ChEBI ID

76341

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Moon, Byong Hoon; Martin, Charles Franklin. 3-Aminopiperidones. V. 2-Ethoxy and 2-carbethoxy derivatives of 2-p-methoxyphenylglutarimide. Journal of Pharmaceutical Sciences (1971), 60(4), 618-20.

Showing chemical card for 3-Amino-2-piperidone (CFc000000227)

MOL for CFc000000227 (3-Amino-2-piperidone)

3D MOL for CFc000000227 (3-Amino-2-piperidone)

3D SDF for CFc000000227 (3-Amino-2-piperidone)

3D-SDF for CFc000000227 (3-Amino-2-piperidone)

PDB for CFc000000227 (3-Amino-2-piperidone)

3D PDB for CFc000000227 (3-Amino-2-piperidone)

SMILES for CFc000000227 (3-Amino-2-piperidone)

INCHI for CFc000000227 (3-Amino-2-piperidone)

Structure for CFc000000227 (3-Amino-2-piperidone)

3D Structure for CFc000000227 (3-Amino-2-piperidone)