Page last updated: 2024-10-15

9-deaza-9-(3-thienylmethyl)guanine

Cross-References

ID SourceID
PubMed CID135512468
CHEMBL ID79784
SCHEMBL ID6342438
MeSH IDM0206371

Synonyms (23)

Synonym
CHEMBL79784 ,
2-amino-7-thiophen-3-ylmethyl-3,5-dihydro-pyrrolo[3,2-d]pyrimidin-4-one
bdbm50039544
ci 1000 (immunosuppressant)
2-amino-7-(thiophen-3-ylmethyl)-1,5-dihydropyrrolo[3,2-d]pyrimidin-4-one
ci-1000
2-amino-1,5-dihydro-7-(3-thienylmethyl)-4h-pyrrolo(3,2-d)pyrimidin-4-one
4h-pyrrolo(3,2-d)pyrimidin-4-one, 2-amino-1,5-dihydro-7-(3-thienylmethyl)-
unii-tk5264yuh3
pd-141955
9-deaza-9-(3-thienylmethyl)guanine
132138-76-2
tk5264yuh3 ,
2-amino-7-(3-thienylmethyl)-4-oxo-3h,5h-pyrrolo[3,2-d]pyrimidine
QDPMHXUWMPNTEQ-UHFFFAOYSA-N
SCHEMBL6342438
DTXSID00157366
bcx-5
4h-pyrrolo(3,2-d)pyrimidin-4-one, 2-amino-3,5-dihydro-7-(3-thienylmethyl)-
2-amino-7-(3-thienylmethyl)-4-oxo-3,4-dihydro-5h-pyrrolo(3,2-d)pyrimidine
2-amino-7-(thiophen-3-ylmethyl)-5h-pyrrolo[3,2-d]pyrimidin-4-ol
2-amino-7-(thiophen-3-ylmethyl)-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one
PD129016

Toxicity

ExcerptReference
" In summary, CI-1000 was well-tolerated at doses of 15, 50, and 150 mg/kg with no adverse effects occurring at 15 mg/kg."( Subacute toxicity of a purine nucleoside phosphorylase inhibitor in rats.
Bleavins, MR; Hallak, H; Kasali, OB; Urda, E; Wolfgang, GH, 1995
)
[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)Ki0.06000.00000.52897.0000AID1571174
[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 (11)

Assay IDTitleYearJournalArticle
AID164756Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using inosine as substrate at a concentration of 10 uM.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID1571174Inhibition of human PNP2018MedChemComm, Dec-01, Volume: 9, Issue:12
The transition to magic bullets - transition state analogue drug design.
AID164764Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using inosine as substrate at a concentration of 10 uM.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID229806Ratio of Ki ino and Kimesg against purine nucleoside phosphorylase (PNP)1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID229548Ratio of IC50 values for guanine and related hypoxanthines in PNP inhibition assay1994Journal of medicinal chemistry, Jul-22, Volume: 37, Issue:15
Structure-based design of inhibitors of purine nucleoside phosphorylase. 5. 9-Deazahypoxanthines.
AID156068Inhibition of Purine nucleoside phosphorylase was evaluated against the enzyme from calf spleen in 50 mM phosphate1993Journal of medicinal chemistry, Jan-08, Volume: 36, Issue:1
Structure-based design of inhibitors of purine nucleoside phosphorylase. 1. 9-(arylmethyl) derivatives of 9-deazaguanine.
AID164763Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using 2-amino-6-mercapto-7-methyl purine ribonucleoside (MESG) as substrate.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID164769Tested for its ability to inhibit calf spleen purine nucleoside phosphorylase (PNP)1994Journal of medicinal chemistry, Jul-22, Volume: 37, Issue:15
Structure-based design of inhibitors of purine nucleoside phosphorylase. 5. 9-Deazahypoxanthines.
AID156067Inhibition of purine nucleoside phosphorylase against the enzyme from calf spleen in 1 mM phosphate1993Journal of medicinal chemistry, Jan-08, Volume: 36, Issue:1
Structure-based design of inhibitors of purine nucleoside phosphorylase. 1. 9-(arylmethyl) derivatives of 9-deazaguanine.
AID229634Selectivity ratio is evaluated as (IC50(50 mM PO4) / IC50(1 mM PO4)1993Journal of medicinal chemistry, Jan-08, Volume: 36, Issue:1
Structure-based design of inhibitors of purine nucleoside phosphorylase. 1. 9-(arylmethyl) derivatives of 9-deazaguanine.
AID229272Ratio of IC50 ino and Ki ino against purine nucleoside phosphorylase (PNP)1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's14 (87.50)18.2507
2000's1 (6.25)29.6817
2010's1 (6.25)24.3611
2020's0 (0.00)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 (6.25%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (93.75%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]