CAS 21299-72-9|CAS 360-97-4|5-amino-1H-imidazole-4-carboxamide|5-Amino-1H-imidazole-4-carboxamide|5-aminoimidazole-4-carboxamide|4-Amino-1H-imidazole-5-carboxamide|4-amino-5-imidazolecarboxamide|4-a...

General Information

Structure

Molecular Formula

C₄H₆N₄O

Molecular Mass

126.11664

Exact Mass

126.05416083

Charge

InChI

InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)

InChIKey

DVNYTAVYBRSTGK-UHFFFAOYSA-N

Canonic Smiles

NC(=O)c1nc[nH]c1N

Isomeric Smiles

c1nc(c([nH]1)N)C(=O)N

Calculated Properties

JChem

LogD (pH = 7.4)

-1.00

LogD (pH = 5.5)

-1.18

Log P

-1.00

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

5.27

Polar Surface Area

97.79

Polarizability

11.44

Molar Refractivity

31.67

LOG S

-1.02

Data Source

Names and Identifiers

Synonyms

5-Amino-1H-imidazole-4-carboxamide4-Amino-1H-imidazole-5-carboxamide4-Amino-1H-imidazole-5-carboxamide5-氨基咪唑-4-甲酰胺5-Amino-4-imidazolecarboxamideBa 27565-Aminoimidazole-4-carboxamide4-Amino-5-carbamoylimidazoleNSC 77845-Aminoimidazole-4-carboxamideAICAAIC5-amino-4-imidazolecarboxamide4-amino-5-imidazolecarboxamide5-aminoimidazole-4-carboxamide4-amino-5-imidazolecarboxamide5-amino-4-imidazolecarboxyamide5-aminoimidazole-4-carboxamide5-Amino-4-imidazolecarboxyamide5(4)-amino-4(5)-imidazolecarboxamide4-amino-5-carbamoylimidazole

IUPAC name

5-amino-1H-imidazole-4-carboxamide 4-amino-1H-imidazole-5-carboxamide

IUPAC Traditional name

5-aminoimidazole-4-carboxamide 4-amino-5-imidazolecarboxamide 4-aminoimidazole-5-carboxamide

Names and Identifiers

Registration numbers

CAS Number

21299-72-9360-97-4

PubChem SID

16203438724879267124403615

MDL Number

MFCD02181040MFCD00044596

PubChem CID

9679

EC Number

206-641-4

MetaboLights Database

MTBLS442MTBLS3487MTBLS3627MTBLS3935MTBLS1411MTBLS2279MTBLS2081MTBLS615MTBLS2406MTBLS1267MTBLS2878

BKMS React Database

295274866291865110300569804386715187311195033161126232808051407

CHEBI ID

CHEBI:20544CHEBI:2030

BRENDA Ligand Database

112623331651407486624386791865151873569801119502808011030029527

Golm Database

887cf3af-8e63-4722-bff1-468d2032a67e14237a68-bcbd-400b-b4d7-9a29dcabe5a390879d3f-f821-49ff-81d3-ebcb0a93afb98a55a90c-9ad4-42d8-bb6f-f2fb83c836b9

Reaxys Registry

3938

MetaCyc Database

CPD-3762

Protein Data Bank

3cl8

BRENDA Database

1.17.1.42.4.2.72.4.2.63.2.2.82.1.2.33.5.2.52.4.2.163.5.4.32.4.2.222.3.2.5

Drug Central Database

Rhea Database

NMRShiftDB Database

CompTox Database

PDBeChem Database

PubMed Citation Links

SureChEMBL Database

KEGG ID

CHEMBL

BindingDB Database

HMDB Database

Registration numbers

Properties

Related Proteins

PDB Bank

3CL8

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Sigma Aldrich

552410

Packaging
25 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 552410.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

TRC

A611690

A metabolite of Temozolomide.

ChEBI

CHEBI:2030

An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4.

Molecule Details

References

PubChem Literature

From Data Sources

• Jaeken, J., et al.: Lancet, 2, 1058 (1984)

• Baggott, J., et al.: Arch. Dermatol., 135, 813 (1984)