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Compound Detail

CHEMBL318153

EDOXUDINE
🧪 Phase II
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🧪 Phase II
CCc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL318153
Name EDOXUDINE
Phase Phase II
Structure Type MOL
InChI Key XACKNLSZYYIACO-DJLDLDEBSA-N

Known Names

5-ethyl-3-(2'-deoxyribosyl)uracil Edoxudina Edoxudine EDU EUDR NSC-758405 ORF 15817 ORF-15817 RWJ 15817 RWJ-15817
10
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
10
Known Names
1
Indications

Molecular Properties

256.3
MW (Da)
-1.26
ALogP
6
HBA
3
HBD
104.5
PSA (Ų)
0.63
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Year 1984

Extended Properties

Molecular Formula C11H16N2O5
MW 256.26
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 0.76

Indications

Virus Diseases

ATC Classification

D06BB09
edoxudine
Level 1: DERMATOLOGICALS
Level 2: ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE

Activity Summary

EC50 16 meas. best 6.22
IC50 8 meas. best 6.82
Ki 1 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Thymidine kinase
CHEMBL1075062
 IC50 6.82 6.82 150.0 1
Homo sapiens
CHEMBL372
 EC50 6.22 5.5675 600.0 4
Human alphaherpesvirus 1
CHEMBL377
 EC50 5.68 4.92 2100.0 3
Raji
CHEMBL614628
 EC50 4.92 4.92 12100.0 1
Macacine alphaherpesvirus 1
CHEMBL3301403
 EC50 4.88 4.5433 13300.0 3
Unchecked
CHEMBL612545
 IC50 4.84 4.642 14493.0 5
Hepatitis B virus
CHEMBL613497
 EC50 4.54 4.54 29200.0 1
Human alphaherpesvirus 3
CHEMBL613132
 EC50 4.49 4.49 32700.0 1
ADMET
CHEMBL612558
 IC50 4.48 4.48 33170.0 1
Human alphaherpesvirus 2
CHEMBL370
 EC50 4.23 4.23 58500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Thymidine kinase IC50 = 150.0 nM 6.82 Inhibition of Herpes B virus recombinant thymidine kinase-mediated [3H]TdR phosp... 17438061
Homo sapiens EC50 = 600.0 nM 6.22 Inhibitory concentration of the drug against the cytopathic effect for E-377 str... 8394933
Homo sapiens EC50 = 900.0 nM 6.05 Inhibitory concentration of the drug against the cytopathic effect for AD169 str... 8394933
Homo sapiens EC50 = 1500.0 nM 5.82 Inhibitory concentration of the drug against the cytopathic effect for MS strain... 8394933
Human alphaherpesvirus 1 EC50 = 2100.0 nM 5.68 Antiviral activity against Herpes simplex virus 1 F infected in african green mo... 17438061
Raji EC50 = 12100.0 nM 4.92 Inhibitory concentration of the drug against the antigen production against P3HR... 8394933
Macacine alphaherpesvirus 1 EC50 = 13300.0 nM 4.88 Antiviral activity against Herpes B virus E90-136 infected in african green monk... 17438061
Unchecked IC50 = 14493.0 nM 4.84 PUBCHEM_BIOASSAY: Counterscreen for AddAB inhibitors: absorbance-based bacterial... -
Unchecked IC50 = 16078.0 nM 4.79 PUBCHEM_BIOASSAY: Absorbance-based bacterial cell-based high throughput dose res... -
Unchecked IC50 = 18504.0 nM 4.73 PUBCHEM_BIOASSAY: Counterscreen for AddAB inhibitors: absorbance-based bacterial... -
Unchecked IC50 = 18807.0 nM 4.73 PUBCHEM_BIOASSAY: Absorbance-based bacterial cell-based high throughput dose res... -
Human alphaherpesvirus 1 EC50 = 19500.0 nM 4.71 Inhibition of plaque formation in monolayers of HSV-1 KOS Vero cells by 50% 11585457
Hepatitis B virus EC50 = 29200.0 nM 4.54 Ability to reduce the viral DNA in HBV infected primary duck hepatocytes to 50% 11585457
Human alphaherpesvirus 3 EC50 = 32700.0 nM 4.49 Inhibition of viral cytopathic effect in infected human foreskin fibroblast cell... 11585457
ADMET IC50 = 33170.0 nM 4.48 Cytotoxicity against mouse L1210/0 cells after 48 hrs 17341060
Macacine alphaherpesvirus 1 EC50 = 37400.0 nM 4.43 Antiviral activity against Herpes B virus 24105 infected in african green monkey... 17438061
Human alphaherpesvirus 1 EC50 = 42900.0 nM 4.37 Inhibition of plaque formation in monolayers of HSV-1 E-377 Vero cells by 50% 11585457
Macacine alphaherpesvirus 1 EC50 = 48000.0 nM 4.32 Antiviral activity against Herpes B virus 32425 infected in african green monkey... 17438061
Human alphaherpesvirus 2 EC50 = 58500.0 nM 4.23 Inhibition of viral cytopathic effect in infected human foreskin fibroblast cell... 11585457
Homo sapiens EC50 = 66400.0 nM 4.18 Inhibitory concentration of the drug against the cytopathic effect for ellen str... 8394933

Literature References

PubMed DOI Target Context # Activities
7932528 10.1021/jm00045a010 Human alphaherpesvirus 1 8
8394933 10.1021/jm00069a004 Homo sapiens 6
3001308 10.1021/jm00151a013 Vero 6
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20863701 10.1016/j.bmcl.2010.08.120 Hepatitis B virus 3
17526755 10.1128/aac.00081-07 Streptococcus sp. 3
- 10.6019/CHEMBL4808148 Histone deacetylase 6 3
11585457 10.1021/jm010226s Human alphaherpesvirus 1 3
17438061 10.1128/aac.01284-06 Macacine alphaherpesvirus 1 3
3959027 10.1021/jm00154a012 Human alphaherpesvirus 1 3
3959027 10.1021/jm00154a012 Human alphaherpesvirus 2 3
17438061 10.1128/aac.01284-06 Thymidine kinase 2
11585457 10.1021/jm010226s Human alphaherpesvirus 2 2
17526755 10.1128/aac.00081-07 Staphylococcus aureus 2
- 10.6019/CHEMBL4495564 Replicase polyprotein 1ab 2
3959027 10.1021/jm00154a012 Raji 2
3959027 10.1021/jm00154a012 L1210 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
3959027 10.1021/jm00154a012 Vesicular stomatitis virus 1
3959027 10.1021/jm00154a012 Vaccinia virus 1

Data from ChEMBL 36 via Core Engine