AZG

5-AMINO-1H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL

Created: 2003-11-10
Last modified:  2021-03-01

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Chemical Details

Formal Charge0
Atom Count15
Chiral Atom Count0
Bond Count16
Aromatic Bond Count10
2D diagram of AZG

Chemical Component Summary

Name5-AMINO-1H-[1,2,3]TRIAZOLO[4,5-D]PYRIMIDIN-7-OL
Synonyms8-AZAGUANINE
Systematic Name (OpenEye OEToolkits)5-amino-1H-[1,2,3]triazolo[5,4-e]pyrimidin-7-ol
FormulaC4 H4 N6 O
Molecular Weight152.114
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04n1c(O)c2c(nc1N)nnn2
SMILESCACTVS3.341Nc1nc(O)c2[nH]nnc2n1
SMILESOpenEye OEToolkits1.5.0c12c(nc(nc1O)N)nn[nH]2
Canonical SMILESCACTVS3.341 Nc1nc(O)c2[nH]nnc2n1
Canonical SMILESOpenEye OEToolkits1.5.0 c12c(nc(nc1O)N)nn[nH]2
InChIInChI1.03 InChI=1S/C4H4N6O/c5-4-6-2-1(3(11)7-4)8-10-9-2/h(H4,5,6,7,8,9,10,11)
InChIKeyInChI1.03 LPXQRXLUHJKZIE-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB01667 
Name8-azaguanine
Groups experimental
Description8-azaguanine is one of the early purine analogs showing antineoplastic activity. It functions as an antimetabolite and is easily incorporated into ribonucleic acids.
Synonyms
  • 8 AG
  • 8-azaguanine
  • Azaguanine-8
  • Pathocidine
  • Azaguanine
Categories
  • Antimetabolites
  • Antineoplastic Agents
  • Aza Compounds
  • Cytochrome P-450 CYP1A2 Substrates
  • Cytochrome P-450 Substrates
CAS number134-58-7

Drug Targets

NameTarget SequencePharmacological ActionActions
Purine nucleoside phosphorylaseMENGYTYEDYKNTAEWLLSHTKHRPQVAIICGSGLGGLTDKLTQAQIFDY...unknown
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL374107
PubChem 135403646, 8646
ChEMBL CHEMBL374107
ChEBI CHEBI:63486
CCDC/CSD AZGUCM10, AZGUBH