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targets (1)
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Identification
Name 8-azaguanine
Accession Number DB01667 (EXPT00603)
Type small molecule
Groups experimental
Description

One of the early purine analogs showing antineoplastic activity. It functions as an antimetabolite and is easily incorporated into ribonucleic acids. [PubChem]
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  • Azaguanine
  • Azaguanine-8
  • Guanazol
  • Pathocidin
  • Pathocidine
Synonyms
Azaguanine
Azaguanine-8
Guanazol
Pathocidin
Pathocidine
Salts Not Available
Brand names Not Available
Brand mixtures Not Available
Categories
  • Antimetabolites, Antineoplastic
  • Purine Nucleoside Phosphorylase inhibitor
CAS number 134-58-7
Weight Average: 152.1142
Monoisotopic: 152.04465878
Chemical Formula C4H4N6O
InChI Key InChIKey=LPXQRXLUHJKZIE-UHFFFAOYSA-N
InChI
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)
Plain Text
IUPAC Name
5-amino-1H-[1,2,3]triazolo[4,5-d]pyrimidin-7-ol
SMILES
NC1=NC2=C(NN=N2)C(O)=N1
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Not Available
Classes Not Available
Substructures Not Available
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Melting point > 300 oC (decomposition)
Experimental Properties
Property Value Source
water solubility Insoluble PhysProp
logP -0.71 [HANSCH,C ET AL. (1995)] PhysProp
Predicted Properties
Property Value Source
water solubility 5.66e+00 g/l ALOGPS
logP -0.87 ALOGPS
logP -0.16 ChemAxon Molconvert
logS -1.4 ALOGPS
pKa 14.36 ChemAxon Molconvert
hydrogen acceptor count 6 ChemAxon Molconvert
hydrogen donor count 3 ChemAxon Molconvert
polar surface area 113.6 ChemAxon Molconvert
rotatable bond count 0 ChemAxon Molconvert
refractivity 39.24 ChemAxon Molconvert
polarizability 12.62 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference
  1. Tong, George L.; Lee, William W.; Goodman, Leon; Frederiksen, Sune (1965). “Synthesis of some 2′-deoxyribosides of 8-azaadenine”. Archives of Biochemistry and Biophysics (University of California: Elsevier) 112 (1): 76. http://dx.doi.org/10.1016/0003-9861(65)90012-3
  2. Michels AW, Ostrov DA, Zhang L, Nakayama M, Fuse M, McDaniel K, Roep BO, Gottlieb PA, Atkinson MA, Eisenbarth GS: Structure-based selection of small molecules to alter allele-specific MHC class II antigen presentation. J Immunol. 2011 Dec 1;187(11):5921-30. Epub 2011 Oct 31. Pubmed
External Links
Resource Link
BindingDB 50200096 Link_out
ChEBI 40862 Link_out
ChEMBL 40862 Link_out
HET AZG Link_out
Wikipedia http://en.wikipedia.org/wiki/8-Azaguanine Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Targets

1. Purine nucleoside phosphorylase

Pharmacological action: unknown
Organism class: human
UniProt ID: P00491 Link_out
Gene: NP Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
Comments
Drug created on June 13, 2005 07:24 / Updated on May 04, 2012 09:41