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Compound Detail

CHEMBL393857

4'-AZIDOCYTIDINE
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[N-]=[N+]=N[C@]1(CO)O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL393857
Name 4'-AZIDOCYTIDINE
Phase Preclinical
Structure Type MOL
InChI Key ODLGMSQBFONGNG-JVZYCSMKSA-N

Known Names

4'-azidocytidine R-1479 R1479
6
Targets
26
Activities
3
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

284.2
MW (Da)
-1.93
ALogP
9
HBA
4
HBD
179.6
PSA (Ų)
0.28
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Single Enantiomer
USAN Stem -tidine

Extended Properties

Molecular Formula C9H12N6O5
MW 284.23
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness 1.08

Activity Summary

EC50 21 meas. best 7.7
IC50 4 meas. best 6.54
Ki 1 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 7.7 5.8753 20.0 17
Unchecked
CHEMBL612545
 Ki 7.4 7.4 40.0 1
dengue virus type 2
CHEMBL613966
 EC50 6.6 6.6 250.0 1
Hepatitis C virus
CHEMBL379
 IC50 6.54 6.1067 290.0 3
Respiratory syncytial virus
CHEMBL612679
 EC50 6.17 6.17 670.0 1
Human immunodeficiency virus type 1 protease
CHEMBL243
 IC50 5.89 5.89 1280.0 1
Unchecked
CHEMBL612545
 EC50 5.89 5.89 1280.0 1
Tick-borne encephalitis virus
CHEMBL4296604
 EC50 5.57 5.57 2700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 20.0 nM 7.7 Antiviral activity against BILN 2061-resistant HCV genotype 1b infected in human... 19104013
Unchecked Ki = 40.0 nM 7.4 Competitive inhibition of Hepatitis C virus NS5B RNA-dependent RNA polymerase 22516671
Hepatitis C virus EC50 = 120.0 nM 6.92 Antiviral activity against compound-resistant HCV genotype 1b infected in human ... 19104013
dengue virus type 2 EC50 = 250.0 nM 6.6 Antiviral activity against Dengue virus 2 infected in human PBMC after 24 hrs po... 29801997
Hepatitis C virus EC50 = 260.0 nM 6.58 Antiviral activity against cyclosporine-resistant HCV genotype 1b infected in hu... 19104013
Hepatitis C virus IC50 = 290.0 nM 6.54 Inhibition of HCV 1b BK NS5B570 RNA polymerase 17317178
Respiratory syncytial virus EC50 = 670.0 nM 6.17 Antiviral activity against Respiratory syncytial virus subgenomic replicon syste... 25667954
Hepatitis C virus EC50 = 690.0 nM 6.16 Antiviral activity against VX 950-resistant HCV genotype 1b infected in human Hu... 19104013
Hepatitis C virus EC50 = 1280.0 nM 5.89 Antiviral activity against HCV Con1 GT1b by replicon assay 19505826
Human immunodeficiency virus type 1 protease IC50 = 1280.0 nM 5.89 Inhibition of HIV-1 protease 37229831
Hepatitis C virus IC50 = 1280.0 nM 5.89 Antiviral activity against Hepatitis C virus infected human 2209-23 cells by gen... 19055482
Hepatitis C virus IC50 = 1280.0 nM 5.89 Antiviral activity against HCV 1b replicon in human 2209-23 cells 17317178
Unchecked EC50 = 1280.0 nM 5.89 Inhibition of HCV NS5B polymerase-mediated RNA synthesis 19341305
Hepatitis C virus EC50 = 1280.0 nM 5.89 Antiviral activity against Hepatitis C virus subtype 1b Con1 infected in human H... 18285474
Hepatitis C virus EC50 = 1280.0 nM 5.89 Antiviral activity against HCV 1b infected in human 2209-23 cells by replicon as... 19341305
Hepatitis C virus EC50 = 1400.0 nM 5.85 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh5-... 18625766
Hepatitis C virus EC50 = 1400.0 nM 5.85 Antiviral activity against HCV 1b infected in human HuH7 cells assessed as inhib... 20337460
Hepatitis C virus EC50 = 1400.0 nM 5.85 Antiviral activity against HCV subtype 1a in Huh7 cells assessed as reduction of... 18801660
Hepatitis C virus EC50 = 1600.0 nM 5.8 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-9... 18625766
Hepatitis C virus EC50 = 2200.0 nM 5.66 Antiviral activity against Hepatitis C virus genotype 1b infected in human Huh-M... 18625766

Literature References

PubMed DOI Target Context # Activities
19104013 10.1128/aac.00939-08 Hepatitis C virus 12
20516278 10.1128/aac.00399-10 Hepatitis C virus 7
18625766 10.1128/aac.01534-07 Hepatitis C virus 4
18625766 10.1128/aac.01534-07 ADMET 4
17317178 10.1016/j.bmcl.2007.02.004 Hepatitis C virus 3
17317178 10.1016/j.bmcl.2007.02.004 ADMET 3
1573638 10.1021/jm00086a013 NON-PROTEIN TARGET 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
20337460 10.1021/jm901741p ADMET 2
19341305 10.1021/jm801595c ADMET 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
19341305 10.1021/jm801595c Hepatitis C virus 1
19055482 10.1021/jm800981y NON-PROTEIN TARGET 1
19505826 10.1016/j.bmcl.2009.05.099 Hepatitis C virus 1
38128296 10.1016/j.bmc.2023.117552 Tick-borne encephalitis virus 1
19055482 10.1021/jm800981y ADMET 1
18801660 10.1016/j.bmc.2008.08.074 ADMET 1
18285474 10.1128/aac.01317-07 Hepatitis C virus 1
18285474 10.1128/aac.01317-07 ADMET 1

Data from ChEMBL 36 via Core Engine