5-amino-4-imidazolecarboxyamide (PAMDB120215)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB120215
Identification
Name: 5-amino-4-imidazolecarboxyamide
Description:An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 4-amino-5-carbamoylimidazole
  • 4-amino-5-imidazolecarboxamide
  • 5(4)-amino-4(5)-imidazolecarboxamide
  • 5-amino-4-imidazolecarboxyamide
  • 5-amino-4-imidazolecarboxyamide
  • 5-Amino-4-imidazolecarboxyamide
  • 5-aminoimidazole-4-carboxamide
Chemical Formula: C4H6N4O
Average Molecular Weight: 126.118
Monoisotopic Molecular Weight: 126.05416
InChI Key: PYNDTGFTPOZGRW-UHFFFAOYSA-N
InChI:InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1-2H,(H2,6,9)(H2,5,7,8)
CAS number: 360-97-4
IUPAC Name:5-amino-1H-imidazole-4-carboxamide
Traditional IUPAC Name: 4-aminoimidazole-5-carboxamide
SMILES:C1(=NC(C(N)=O)C(N)=N1)
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as aminoimidazoles. These are organic compounds containing an amino group linked to an imidazole ring.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organoheterocyclic compounds
Sub ClassAzoles
Direct Parent Aminoimidazoles
Alternative Parents
Substituents
  • Primary aromatic amine
  • Aminoimidazole
  • Heteroaromatic compound
  • Azacycle
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-1.10HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility124.0 mg/mLALOGPS
logP-1.2ALOGPS
logP-0.96ChemAxon
logS-0.01ALOGPS
pKa (Strongest Acidic)12.74ChemAxon
pKa (Strongest Basic)5.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area97.79 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.98 m3·mol-1ChemAxon
Polarizability11.37 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide + diphosphate → 5-amino-4-imidazolecarboxyamide + 5-phospho-α-D-ribose 1-diphosphate
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-0f9i-4965000000-81d31245e06d3f90edafView in MoNA
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0kgk-3936100000-5d3d51d18ff3e42df0e8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-5ac6303648d30c83dd8cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03e9-5900000000-891e8af2ee696c82bb67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-d969e00c4e0a26137fb4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-5900000000-38872de2bfb260a5d96fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0563-9400000000-5d37f6e245dbc41ac3e4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-9797d793034ec5f4f97fView in MoNA
References
References:
  • STEWART RC, SEVAG MG (1952)4-Amino-5-imidazolecarboxamide; role of carbohydrates as critical factors for its accumulation. Archives of biochemistry and biophysics 41, Pubmed: 12997251
  • Choi JH, Ohnishi T, Yamakawa Y, Takeda S, Sekiguchi S, Maruyama W, Yamashita K, Suzuki T, Morita A, Ikka T, Motohashi R, Kiriiwa Y, Tobina H, Asai T, Tokuyama S, Hirai H, Yasuda N, Noguchi K, Asakawa T, Sugiyama S, Kan T, Kawagishi H (2014)The source of "fairy rings": 2-azahypoxanthine and its metabolite found in a novel purine metabolic pathway in plants. Angewandte Chemie (International ed. in English) 53, Pubmed: 24402866
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
External Links:
ResourceLink
HMDBHMDB03192
LIGAND-CPDC04051
CHEBI2030
PUBCHEM25202832