Compounds > 5-propyl-2'-deoxyuridine
Page last updated: 2024-09-26

5-propyl-2'-deoxyuridine

Description

5-propyl-2'-deoxyuridine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID160155
CHEMBL ID221982
SCHEMBL ID2396529
MeSH IDM0081984

Synonyms (15)

Synonym
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-propyl-pyrimidine-2,4-dione
27826-74-0
5-propyl-durd
5-propyl-2'-deoxyuridine
5-propyldeoxyuridine
CHEMBL221982 ,
2'-deoxy-5-propyluridine
MBERTAKFBYOAHR-IVZWLZJFSA-N
2'-deoxy-5-n-propyluridine
5-propyl-2'-desoxyuridine
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-propylpyrimidine-2,4-dione
bdbm50375778
SCHEMBL2396529
DTXSID30182141
PD182671

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidine kinase Macacine alphaherpesvirus 1IC50 (µMol)4.20000.15002.57504.2000AID326127
Thymidine kinase, cytosolicHomo sapiens (human)Ki20.00000.09001.52137.0000AID1124552
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (10)

Processvia Protein(s)Taxonomy
nucleobase-containing compound metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxyribonucleoside monophosphate biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleotide biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
pyrimidine nucleoside salvageThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxycytidine metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
DNA biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleobase-containing compound metabolic processThymidine kinase, cytosolicHomo sapiens (human)
deoxyribonucleoside monophosphate biosynthetic processThymidine kinase, cytosolicHomo sapiens (human)
thymidine metabolic processThymidine kinase, cytosolicHomo sapiens (human)
thymidine biosynthetic processThymidine kinase, cytosolicHomo sapiens (human)
protein homotetramerizationThymidine kinase, cytosolicHomo sapiens (human)
DNA synthesis involved in mitotic DNA replicationThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
deoxycytidine kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
ATP bindingThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleoside kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxynucleoside kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine kinase activityThymidine kinase, cytosolicHomo sapiens (human)
protein bindingThymidine kinase, cytosolicHomo sapiens (human)
ATP bindingThymidine kinase, cytosolicHomo sapiens (human)
zinc ion bindingThymidine kinase, cytosolicHomo sapiens (human)
identical protein bindingThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
mitochondrionThymidine kinase 2, mitochondrialHomo sapiens (human)
mitochondrial matrixThymidine kinase 2, mitochondrialHomo sapiens (human)
cytoplasmThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleusThymidine kinase, cytosolicHomo sapiens (human)
cytosolThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID96638Cytostatic activity against proliferation of L1210/0 cells1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID84765Antiviral activity against Herpes Simplex Virus-2(G)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID1124553Inhibition of human mitochondrial thymidine kinase1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Design of species- or isozyme-specific enzyme inhibitors. 1. Effect of thymidine substituents on affinity for the thymidine site of hamster cytoplasmic thymidine kinase.
AID326131Activity of Herpes B virus recombinant thymidine kinase at 100 uM2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Sensitivity of monkey B virus (Cercopithecine herpesvirus 1) to antiviral drugs: role of thymidine kinase in antiviral activities of substrate analogs and acyclonucleosides.
AID1124552Inhibition of human cytoplasmic thymidine kinase1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Design of species- or isozyme-specific enzyme inhibitors. 1. Effect of thymidine substituents on affinity for the thymidine site of hamster cytoplasmic thymidine kinase.
AID85717Antiviral activity against Herpes Simplex Virus-1 (McIntyre)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID280941Cytotoxicity against mouse L1210/0 cells after 48 hrs2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.
AID165779Cytostatic activity against proliferation of Raji/0 cells1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID218133Antiviral activity against vaccinia virus1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID85715Antiviral activity against Herpes Simplex Virus-1(F)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID84763Antiviral activity against Herpes Simplex Virus-2(196)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID85716Antiviral activity against Herpes Simplex Virus-1(KOS)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID165781Cytostatic activity against proliferation of Raji/TK cells1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID216540Antiviral activity against vesicular stomatitis virus1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID326127Inhibition of Herpes B virus recombinant thymidine kinase-mediated [3H]TdR phosphorylation2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Sensitivity of monkey B virus (Cercopithecine herpesvirus 1) to antiviral drugs: role of thymidine kinase in antiviral activities of substrate analogs and acyclonucleosides.
AID84766Antiviral activity against Herpes Simplex Virus-2(Lyons)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
AID96640Cytostatic activity against proliferation of L1210/BdU cells1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis and antitumor and antiviral properties of 5-alkyl-2'-deoxyuridines, 3',5'-cyclic monophosphates, and neutral cyclic triesters.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (55.56)18.7374
1990's1 (11.11)18.2507
2000's3 (33.33)29.6817
2010's0 (0.00)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%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
idoxuridine[no description available]medium40organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
cytidine triphosphate[no description available]medium10cytidine 5'-phosphate;
pyrimidine ribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite
deoxycytidine[no description available]medium10pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
deoxyuridine[no description available]medium60pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
2'-deoxyadenosine triphosphate[no description available]medium102'-deoxyadenosine 5'-phosphate;
purine 2'-deoxyribonucleoside 5'-triphosphate		Escherichia coli metabolite;
mouse metabolite
thymidine 5'-triphosphate[no description available]medium10pyrimidine 2'-deoxyribonucleoside 5'-triphosphate;
thymidine phosphate		Escherichia coli metabolite;
mouse metabolite
ibacitabine[no description available]medium10pyrimidine 2'-deoxyribonucleoside
2'-deoxycytidine 5'-triphosphate[no description available]medium102'-deoxycytidine phosphate;
pyrimidine 2'-deoxyribonucleoside 5'-triphosphate		Escherichia coli metabolite;
human metabolite;
mouse metabolite
5-amino-2'-deoxyuridine[no description available]medium10
n(3)-ethylthymidine[no description available]medium10
5-cyano-2'-deoxyuridine[no description available]medium20
9-beta-d-arabinofuranosylguanosine 5'-triphosphate[no description available]medium10
edoxudin[no description available]medium30pyrimidine 2'-deoxyribonucleoside
brivudine[no description available]medium50
hevizos[no description available]medium10pyrimidine 2'-deoxyribonucleoside
fluorouracil[no description available]medium10nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
floxuridine[no description available]medium10nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent
bromodeoxyuridine[no description available]medium30pyrimidine 2'-deoxyribonucleosideantimetabolite;
antineoplastic agent
cytarabine[no description available]medium10beta-D-arabinoside;
monosaccharide derivative;
pyrimidine nucleoside		antimetabolite;
antineoplastic agent;
antiviral agent;
immunosuppressive agent
trifluridine[no description available]medium20nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor
adefovir[no description available]medium106-aminopurines;
ether;
phosphonic acids		antiviral drug;
DNA synthesis inhibitor;
drug metabolite;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent
9-(2-phosphonylmethoxyethyl)-2,6-diaminopurine[no description available]medium10
thymine arabinoside[no description available]medium10N-glycosyl compound
n-(2-(hydroxyethoxy)methyl)-5-methyluracil[no description available]medium10
5-fluoro-1-((2-hydroxyethoxy)methyl)uracil[no description available]medium10
5-hydroxymethyl-2'-deoxyuridine[no description available]medium10pyrimidine 2'-deoxyribonucleoside
msh release-inhibiting hormone[no description available]medium10oligopeptide
5-hydroxy-2'-deoxyuridine[no description available]medium10
5-formyl-2'-deoxyuridine[no description available]medium10
5-nitro-2'-deoxyuridine[no description available]medium10
5-vinyl-2'-deoxyuridine[no description available]medium10
adenosine-5'-carboxaldehyde[no description available]medium10adenosines
5-ethynyl-2'-deoxyuridine[no description available]medium10
5-(2-iodovinyl)-2'-deoxyuridine[no description available]medium10
acyclovir[no description available]medium202-aminopurines;
oxopurine		antimetabolite;
antiviral drug
9-((2-phosphonylmethoxy)ethyl)guanine[no description available]medium10phosphoethanolamine
foscarnet[no description available]medium10carboxylic acid;
one-carbon compound;
phosphonic acids		antiviral drug;
geroprotector;
HIV-1 reverse transcriptase inhibitor;
sodium-dependent Pi-transporter inhibitor
thymidine[no description available]medium10pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite
vidarabine[no description available]medium10beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
bacterial metabolite;
nucleoside antibiotic
cidofovir anhydrous[no description available]medium10phosphonic acids;
pyrimidone		anti-HIV agent;
antineoplastic agent;
antiviral drug;
photosensitizing agent
ganciclovir[no description available]medium102-aminopurines;
oxopurine		antiinfective agent;
antiviral drug
penciclovir[no description available]medium102-aminopurines;
propane-1,3-diols		antiviral drug
9-(4-hydroxybutyl)guanine[no description available]medium10
n(2)-(3-trifluoromethylphenyl)guanine[no description available]medium10
5-iodouridine[no description available]medium10
ConditionIndicatedRelationship StrengthStudiesTrials
B16 Melanoma0low10
Cell Transformation, Viral0low10
Experimental Melanoma0low10
Experimental Melanomas0low10
Harding Passey Melanoma0low10
Herpes Simplex0low10
Herpes Simplex Virus Infection0low10
Leukemia L 12100low10
Leukemia L12100low10
Melanoma, B160low10
Melanoma, Cloudman S910low10
Melanoma, Experimental0low10
Melanoma, Harding-Passey0low10
Melanomas, Experimental0low10
Transformation, Viral Cell0low10
Viral Cell Transformation0low10