Page last updated: 2024-10-15

acyclovir monophosphate

Description

acyclovir monophosphate: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135422933
CHEMBL ID517814
SCHEMBL ID1477723
SCHEMBL ID11308931
MeSH IDM0086198
PubMed CID135434163
CHEMBL ID7193
SCHEMBL ID9472121
MeSH IDM0086198

Synonyms (45)

Synonym
acyclovir-monophosphate
6h-purin-6-one, 2-amino-1,9-dihydro-9-[[2-(phosphonooxy)ethoxy]methyl]-
acv-mp
2-[(2-amino-6-oxo-1h-purin-9-yl)methoxy]ethyl dihydrogen phosphate
acyclovir monophosphate
66341-16-0
FT-0661421
CHEMBL517814
2-[(2-amino-6-oxo-3h-purin-9-yl)methoxy]ethyl dihydrogen phosphate
6h-purin-6-one, 2-amino-1,9-dihydro-9-((2-(phosphonooxy)ethoxy)methyl)-
acyclo-gmp
6j91qr22o8 ,
unii-6j91qr22o8
acycloguanosine monophosphate
SCHEMBL1477723
SCHEMBL11308931
2-amino-1,9-dihydro-9-[[2-(phosphonooxy)ethoxy]methyl]-6h-purin-6-one
acyclovir, monophosphate
mfcd00797590
W-203461
C90516
acyclovir phosphate
acyclic guanosine monophosphate; acyclovir monophosphate
2-[(2-amino-6-oxo-1,6-dihydro-9h-purin-9-yl)methoxy]ethyl dihydrogen phosphate
4DG ,
2-[(2-amino-1,6-dihydro-6-oxo-9h-purin-9-yl)methoxy]ethyl dihydrogen phosphate
2-((2-amino-6-oxo-1h-purin-9(6h)-yl)methoxy)ethyl dihydrogen phosphate
DTXSID90984966
2-[(6-hydroxy-2-imino-2,3-dihydro-9h-purin-9-yl)methoxy]ethyl dihydrogen phosphate
Q27454619
2-((2-amino-6-oxo-1h-purin-9(6h)-yl)methoxy)ethyldihydrogenphosphate
HY-17422B
CS-0066107
{[2-(2-amino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethoxy]-hydroxy-diphosphate
bdbm50033666
2-[(2-amino-6-oxo-1,6-dihydro-9h-purin-9-yl)methoxy]ethyl trihydrogen diphosphate(acvdp)
acyclovir-diphosphate
2-[(2-amino-6-oxo-1,6-dihydro-9h-purin-9-yl)methoxy]ethyl trihydrogen diphosphate
2-[(2-amino-6-oxo-1h-purin-9-yl)methoxy]ethyl phosphono hydrogen phosphate
acv-dp
CHEMBL7193 ,
acyclovir diphosphate
SCHEMBL9472121
DTXSID501314988
66341-17-1
[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)Ki0.00800.00000.52897.0000AID156077; AID1571174; AID164923; AID164924; AID164927; AID164941
[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
AID359821Activity of human wild type DNA polymerase gamma assessed as amplitude of excision of compound from correctly paired DNA primer during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359798Activity of wild type HSV1 DNA polymerase UL42 assessed as rate of excision of compound from correctly paired DNA primer during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359809Activity of wild type HSV1 DNA polymerase UL42 assessed as amplitude of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359802Activity of wild type HSV1 DNA polymerase UL42 assessed as rate of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID689096Selectivity ratio of CC50 for african green monkey Vero cells to EC50 for acyclovir-resistant HSV1 L22012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID359799Activity of wild type HSV1 DNA polymerase UL42 assessed as amplitude of excision of compound from correctly paired DNA primer during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID689094Cytotoxicity against human Jurkat cells up to 2000 uM after 48 hrs by trypan blue staining2012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID359820Activity of human wild-type DNA polymerase gamma assessed as rate of excision of compound from correctly paired DNA primer during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID357984Activity of human wild type DNA polymerase gamma assessed as amplitude of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359816Activity of human wild type DNA polymerase gamma assessed as rate of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359807Activity of wild type HSV1 DNA polymerasemerse UL42 assessed as amplitude of excision of compound from correctly paired DNA primer during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359817Activity of human wild type DNA polymerase gamma assessed as amplitude of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359813Activity of human wild type DNA polymerase gamma assessed as amplitude of excision of compound from correctly paired DNA primer during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359806Activity of wild type HSV1 DNA polymerase UL42 assessed as rate of excision of compound from correctly paired DNA primer during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359803Activity of wild type HSV1 DNA polymerase UL42 assessed as amplitude of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359822Activity of human wild type DNA polymerase gamma assessed as rate of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359808Activity of wild type HSV1 DNA polymerase UL42 assessed as rate of excision of compound from 3'-frayed DNA primer with 8 mispaired bases at 3' end during fast phase of excision in presence of 100 uM dNTPs2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID359812Activity of human wild type DNA polymerase gamma assessed as rate of excision of compound from correctly paired DNA primer during fast phase of excision2007The Journal of biological chemistry, Aug-24, Volume: 282, Issue:34
Enzymatic therapeutic index of acyclovir. Viral versus human polymerase gamma specificity.
AID689099Antiviral activity against acyclovir-resistant HSV1 L2 infected in Vero E6 cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs2012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID689098Selectivity ratio of CC50 for african green monkey Vero cells to EC50 for HSV1 L22012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID689097Cytotoxicity against african green monkey Vero E6 cells after 72 hrs by trypan blue staining2012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID689100Antiviral activity against HSV1 L2 infected in Vero E6 cells assessed as inhibition of virus-induced cytopathic effect after 48 hrs2012Bioorganic & medicinal chemistry, Oct-01, Volume: 20, Issue:19
Phosphoramidate derivatives of acyclovir: synthesis and antiviral activity in HIV-1 and HSV-1 models in vitro.
AID164939Binding affinity against hydrophobic pocket of Purine nucleoside Phosphorylase1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Structure-based design of inhibitors of purine nucleoside phosphorylase. 3. 9-Arylmethyl derivatives of 9-deazaguanine substituted on the methylene group.
AID164940Binding affinity against phosphate binding site of Purine nucleoside Phosphorylase1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Structure-based design of inhibitors of purine nucleoside phosphorylase. 3. 9-Arylmethyl derivatives of 9-deazaguanine substituted on the methylene group.
AID164941Binding affinity against purine binding site of Purine nucleoside Phosphorylase1993Journal of medicinal chemistry, Nov-26, Volume: 36, Issue:24
Structure-based design of inhibitors of purine nucleoside phosphorylase. 3. 9-Arylmethyl derivatives of 9-deazaguanine substituted on the methylene group.
AID1571174Inhibition of human PNP2018MedChemComm, Dec-01, Volume: 9, Issue:12
The transition to magic bullets - transition state analogue drug design.
AID156077Inhibition of purine nucleoside phosphorylase of human erythrocytes in xanthine oxidase-coupled assay1993Journal of medicinal chemistry, Oct-29, Volume: 36, Issue:22
9-[(Phosphonoalkyl)benzyl]guanines. Multisubstrate analogue inhibitors of human erythrocyte purine nucleoside phosphorylase.
AID164924Inhibition of human erythrocyte purine nucleoside phosphorylase (PNPase) in the presence of zinc chloride1995Journal of medicinal chemistry, Mar-17, Volume: 38, Issue:6
[[(Guaninylalkyl)phosphinico]methyl]phosphonic acids. Multisubstrate analogue inhibitors of human erythrocyte purine nucleoside phosphorylase.
AID164927In vitro inhibition of purine nucleoside phosphorylase isolated from human erythrocytes.1996Journal of medicinal chemistry, Feb-16, Volume: 39, Issue:4
Guanine, pyrazolo[3,4-d]pyrimidine, and triazolo[4,5-d]pyrimidine (8-azaguanine) phosphonate acyclic derivatives as inhibitors of purine nucleoside phosphorylase.
AID164923Inhibition of human erythrocyte purine nucleoside phosphorylase (PNPase) in the presence of ethylenediaminetetraacetic acid (Na2 EDTA)1995Journal of medicinal chemistry, Mar-17, Volume: 38, Issue:6
[[(Guaninylalkyl)phosphinico]methyl]phosphonic acids. Multisubstrate analogue inhibitors of human erythrocyte purine nucleoside phosphorylase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (36.36)18.7374
1990's7 (31.82)18.2507
2000's2 (9.09)29.6817
2010's5 (22.73)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 (%)
Trials1 (5.56%)5.53%
Trials0 (0.00%)5.53%
Reviews2 (11.11%)6.00%
Reviews1 (20.00%)6.00%
Case Studies1 (5.56%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other14 (77.78%)84.16%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]