Page last updated: 2024-11-07

3-deazaguanosine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

3-deazaguanosine: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID124316
CHEMBL ID605683
CHEMBL ID3245950
SCHEMBL ID1738369
MeSH IDM0056144

Synonyms (16)

Synonym
3-deazaguanosine
icn 4793
9-.beta.-d-ribofuranosyl-3-deazaguanine
7-ribosyl-3-deazaguanine
6-amino-1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5h-imidazo[4,5-c]pyridin-4-one
4h-imidazo[4,5-c]pyridin-4-one, 6-amino-1,5-dihydro-1-.beta.-d-ribofuranosyl-
9-.beta.-d-rib-3-deaza g
6-amino-1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5h-imidazo[4,5-c]pyridin-4-one
chembl605683
bdbm50367286
chembl3245950 ,
7-(beta-d-ribofuranosyl-3-deazaguanine)
6-amino-beta-d-ribofuranosylimidazo(4,5-c)pyridin-4(5h)-one
SCHEMBL1738369
DTXSID10971414
6-imino-1-pentofuranosyl-5,6-dihydro-1h-imidazo[4,5-c]pyridin-4-ol

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The drug was found to be toxic to all of the cell lines tested."( Studies on the mechanism of cytotoxicity of 3-deazaguanosine in human cancer cells.
Jacobsen, SJ; Mangum, JH; Nyhan, WL; Page, T; Robins, RK; Scheele, J; Smejkal, RM, 1985
)
0.53
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Purine nucleoside phosphorylaseHomo sapiens (human)IC50 (µMol)300.00000.00351.49875.0000AID164911
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
inosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
urate biosynthetic processPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of T cell proliferationPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of alpha-beta T cell differentiationPurine nucleoside phosphorylaseHomo sapiens (human)
allantoin metabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
nucleobase-containing compound metabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
inosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
deoxyinosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
deoxyadenosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
purine ribonucleoside salvagePurine nucleoside phosphorylaseHomo sapiens (human)
IMP catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
nicotinamide riboside catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
immune responsePurine nucleoside phosphorylaseHomo sapiens (human)
nucleotide biosynthetic processPurine nucleoside phosphorylaseHomo sapiens (human)
response to xenobiotic stimulusPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of interleukin-2 productionPurine nucleoside phosphorylaseHomo sapiens (human)
purine-containing compound salvagePurine nucleoside phosphorylaseHomo sapiens (human)
dAMP catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
nucleoside bindingPurine nucleoside phosphorylaseHomo sapiens (human)
purine nucleobase bindingPurine nucleoside phosphorylaseHomo sapiens (human)
purine-nucleoside phosphorylase activityPurine nucleoside phosphorylaseHomo sapiens (human)
protein bindingPurine nucleoside phosphorylaseHomo sapiens (human)
phosphate ion bindingPurine nucleoside phosphorylaseHomo sapiens (human)
identical protein bindingPurine nucleoside phosphorylaseHomo sapiens (human)
guanosine phosphorylase activityPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
extracellular regionPurine nucleoside phosphorylaseHomo sapiens (human)
cytoplasmPurine nucleoside phosphorylaseHomo sapiens (human)
cytosolPurine nucleoside phosphorylaseHomo sapiens (human)
secretory granule lumenPurine nucleoside phosphorylaseHomo sapiens (human)
extracellular exosomePurine nucleoside phosphorylaseHomo sapiens (human)
ficolin-1-rich granule lumenPurine nucleoside phosphorylaseHomo sapiens (human)
cytoplasmPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID1133177Antiviral activity against Adenovirus type 3 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133178Antiviral activity against HSV1 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133186Antiviral activity against Influenza B virus Lee infected in Swiss-Webster mouse assessed as host mean survival days at 40 mg/kg, po qd for 9 days1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID96797In vitro antitumor activity in the culture media (that produced 50% inhibition of the L1210 leukemia cell growth as compared to the untreated cells)1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID216381In vitro antiviral activity (virus ratings (VR)) determined by comparing CPE development in drug-treated cells (T) and Vesicular stomatitis virus control cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID1133179Antiviral activity against HSV2 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID164911Compound was tested for inhibition of purine nucleoside phosphorylase using human erythro lysate1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID217967In vitro antiviral activity (virus ratings (VR)) determined by comparing CPE development in drug-treated cells (T) and Vaccinia virus control cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID34142Virus rating against adenovirus type 21989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID1133203Antimicrobial activity against Staphylococcus aureus at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133201Antimicrobial activity against Microsporum canis at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133200Antimicrobial activity against Epidermophyton floccosum at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133187Antiviral activity against Influenza B virus Lee infected in Swiss-Webster mouse assessed as host mean survival days at 10 mg/kg, po qd for 9 days1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID232802Toxic level was evaluated1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID98042Effective dose that produced 50% inhibition of L1210 Leukemia cell growth in culture1983Journal of medicinal chemistry, Feb, Volume: 26, Issue:2
synthesis and antitumor activity of 2-deoxyribofuranosides of 3-deazaguanine.
AID1133202Antimicrobial activity against Pseudomonas aeruginosa at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133198Antimicrobial activity against Candida albicans at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133204Antimicrobial activity against Trichophyton mentagrophytes at 0.4 umol/mL by broth microdilution method1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133194Inhibition of guanine nucleotide biosynthesis in human EAC assessed as [14C]hypoxanthine incorporation at 1 mM after 60 mins by TLC analysis1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133181Antiviral activity against Parainfluenza virus 3 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID87045Virus rating of against herpes simplex virus type 21989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID1133180Antiviral activity against Vaccinia virus infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID155596Virus rating against parainfluenza virus type 31989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID1133188Antiviral activity against Influenza B virus Lee infected in Swiss-Webster mouse assessed as host mean survival days at 2.5 mg/kg, po qd for 9 days1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID1133182Antiviral activity against Rhinovirus type 13 infected in human KB cells assessed as inhibition of virus-induced cytopathic effect after 72 hrs relative to control1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID155592In vitro antiviral activity (virus ratings (VR)) determined by comparing CPE development in drug-treated cells (T) and Parainfluenza type 3 virus control cells.1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID199875Virus rating against rhinovirus type 1A1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
Analysis of the in vitro antiviral activity of certain ribonucleosides against parainfluenza virus using a novel computer aided receptor modeling procedure.
AID150703In vitro antitumor activity in the culture media (that produced 50% inhibition of the P388 leukemia cell growth as compared to the untreated cells)1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
AID1133193Inhibition of adenine nucleotide biosynthesis in human EAC assessed as [14C]hypoxanthine incorporation at 1 mM after 60 mins by TLC analysis1978Journal of medicinal chemistry, Dec, Volume: 21, Issue:12
Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.
AID85704In vitro antiviral activity (virus ratings (VR)) determined by comparing CPE development in drug-treated cells (T) and HSV-1 virus control cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Synthesis and antiviral/antitumor activities of certain 3-deazaguanine nucleosides and nucleotides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (26)

TimeframeStudies, This Drug (%)All Drugs %
pre-199021 (80.77)18.7374
1990's1 (3.85)18.2507
2000's2 (7.69)29.6817
2010's1 (3.85)24.3611
2020's1 (3.85)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (3.85%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other25 (96.15%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]