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Compound Detail

CHEMBL564201

6-AZAURIDINE
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O=c1cnn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL564201
Name 6-AZAURIDINE
Phase Preclinical
Structure Type MOL
InChI Key WYXSYVWAUAUWLD-SHUUEZRQSA-N
14
Targets
39
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

245.2
MW (Da)
-3.46
ALogP
8
HBA
4
HBD
137.7
PSA (Ų)
0.42
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C8H11N3O6
MW 245.19
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.72

Activity Summary

EC50 32 meas. best 6.33
Ki 4 meas. best 7.19
IC50 3 meas. best 5.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Orotidine 5'-phosphate decarboxylase
CHEMBL4858
 Ki 7.19 7.19 64.0 1
Chikungunya virus
CHEMBL4296563
 EC50 6.33 6.21 468.0 2
Respiratory syncytial virus
CHEMBL612679
 EC50 6.05 5.9463 900.0 8
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 5.92 5.73 1200.0 3
Human orthopneumovirus
CHEMBL613127
 EC50 5.92 5.4133 1200.0 3
West Nile virus
CHEMBL613730
 EC50 5.92 5.92 1200.0 1
Vesicular stomatitis virus
CHEMBL613739
 EC50 5.92 5.92 1200.0 1
Rice stripe virus
CHEMBL4513208
 EC50 5.85 5.85 1400.0 1
Unchecked
CHEMBL612545
 IC50 5.64 5.635 2280.0 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.17 5.17 6798.0 1
Orotidine 5'-phosphate decarboxylase
CHEMBL5688
 Ki 4.96 4.96 11000.0 1
Vaccinia virus
CHEMBL613493
 EC50 4.96 4.96 11000.0 3
Mammalian orthoreovirus 1
CHEMBL612927
 EC50 4.75 4.75 18000.0 1
Yellow fever virus
CHEMBL613731
 EC50 4.7 4.5422 20000.0 9
Unchecked
CHEMBL612545
 Ki 4.65 4.56 22400.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Orotidine 5'-phosphate decarboxylase Ki = 64.0 nM 7.19 Inhibition of yeast ODCase 29277307
Chikungunya virus EC50 = 468.0 nM 6.33 Antiviral activity against Chikungunya virus infected in African green monkey Ve... 29277307
Chikungunya virus EC50 = 820.0 nM 6.09 Antiviral activity against Chikungunya virus C347 infected in African green monk... 28689975
Respiratory syncytial virus EC50 = 900.0 nM 6.05 Antiviral activity against RSV infected in African green monkey Vero 76 cells af... 25913116
Respiratory syncytial virus EC50 = 1000.0 nM 6.0 Antiviral activity against RSV A2 in VERO76 cells assessed as reduction of plaqu... 18054491
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against Respiratory syncytial virus infected in african green... 25082514
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against Respiratory syncytial virus A2 infected in Vero 76 ce... 27161176
Human orthopneumovirus EC50 = 1200.0 nM 5.92 Antiviral activity against human RSV infected in african green monkey Vero76 cel... 26443549
Vesicular stomatitis virus EC50 = 1200.0 nM 5.92 Antiviral activity against VSV Indiana ATCC VR-158 infected in african green mon... 26479028
NON-PROTEIN TARGET EC50 = 1200.0 nM 5.92 Antiviral activity against Human respiratory syncytial virus A2 ATCC VR-1540 inf... 25014745
NON-PROTEIN TARGET EC50 = 1200.0 nM 5.92 Antiviral activity against Human respiratory syncytial virus A2 ATCC VR-1540 inf... 22513121
Human orthopneumovirus EC50 = 1200.0 nM 5.92 Antiviral activity against Human respiratory syncytial virus A2 infected in afri... 22047799
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against RSV A2 infected in african green monkey Vero cells af... 20359898
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against RSV A2 infected in african green monkey Vero cells af... 20359898
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against Respiratory syncytial virus A2 infected in Vero-76 ce... 19482481
Respiratory syncytial virus EC50 = 1200.0 nM 5.92 Antiviral activity against RSV infected in Vero76 cells assessed as reduction in... 18760610
West Nile virus EC50 = 1200.0 nM 5.92 In vitro antiviral activity against West Nile Virus. 11689085
Rice stripe virus EC50 = 1400.0 nM 5.85 Antiviral activity against Rice stripe virus infected in African green monkey Ve... 26119992
Unchecked IC50 = 2280.0 nM 5.64 PUBCHEM_BIOASSAY: A Cell Based HTS Approach for the Discovery of New Inhibitors ... -
Unchecked IC50 = 2321.0 nM 5.63 PUBCHEM_BIOASSAY: Luminescent dose response cell-based high throughput screening... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 295
20359898 10.1016/j.bmc.2010.02.037 ADMET 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
26698879 10.1021/acs.jnatprod.5b00634 NON-PROTEIN TARGET 3
29028528 10.1016/j.ejmech.2017.09.060 Yellow fever virus 3
26443549 10.1016/j.bmc.2015.09.035 ADMET 3
19482481 10.1016/j.bmc.2009.05.020 ADMET 2
20359898 10.1016/j.bmc.2010.02.037 Respiratory syncytial virus 2
20359898 10.1016/j.bmc.2010.02.037 Human alphaherpesvirus 1 2
20359898 10.1016/j.bmc.2010.02.037 Coxsackievirus B2 2
18760610 10.1016/j.bmc.2008.08.028 ADMET 2
20359898 10.1016/j.bmc.2010.02.037 MT4 2
25913116 10.1016/j.bmcl.2015.04.006 Unchecked 2
27161176 10.1016/j.ejmech.2016.03.080 ADMET 2
20359898 10.1016/j.bmc.2010.02.037 Yellow fever virus 2
25913116 10.1016/j.bmcl.2015.04.006 ADMET 2
20359898 10.1016/j.bmc.2010.02.037 Bovine viral diarrhea virus 1 2
18189347 10.1021/jm7010673 Unchecked 2
7108897 10.1021/jm00349a009 L1210 2
26443549 10.1016/j.bmc.2015.09.035 Unchecked 2

Data from ChEMBL 36 via Core Engine