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Compound Detail

CHEMBL223482

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C[C@@]1(F)[C@H](O)[C@@H](CO)O[C@H]1n1ccc(N)nc1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL223482
Phase Preclinical
Structure Type MOL
InChI Key NYPIRLYMDJMKGW-VPCXQMTMSA-N
4
Targets
12
Activities
3
Assay Types
17
PK Parameters
20
Publications
0
Known Names

Molecular Properties

259.2
MW (Da)
-1.20
ALogP
7
HBA
3
HBD
110.6
PSA (Ų)
0.62
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H14FN3O4
MW 259.24
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 1.22

Activity Summary

EC50 8 meas. best 7.12
IC50 3 meas. best 6.22
Ki 1 meas. best 7.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.22 7.22 60.0 1
Hepatitis C virus
CHEMBL379
 EC50 7.12 5.9971 75.0 7
Hepatitis C virus
CHEMBL379
 IC50 6.22 6.22 600.0 1
Norovirus
CHEMBL4296584
 EC50 5.5 5.5 3200.0 1
Unchecked
CHEMBL612545
 IC50 5.08 5.08 8410.0 1
RNA-directed RNA polymerase
CHEMBL4296320
 IC50 4.25 4.25 56700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 60973.25 ng.hr.mL-1 Macaca mulatta
AUC 11432.48 ng.hr.mL-1 Macaca mulatta
AUC 586.0 microM.hr'2 Macaca mulatta
AUC 464.0 microM.hr'2 Macaca mulatta
CL 10.0 mL.min-1.kg-1 Macaca mulatta
Cmax 154200.0 nM Macaca mulatta
Cmax 9640.0 nM Macaca mulatta
F 24.0 % Macaca mulatta
F 63.9 % Macaca mulatta
MRT 2.5 hr Macaca mulatta
MRT 7.11 hr Macaca mulatta
T1/2 4.54 hr Macaca mulatta
T1/2 5.64 hr Macaca mulatta
T1/2 4.7 hr Homo sapiens
T1/2 4.7 hr Homo sapiens
Tmax 0.25 hr Macaca mulatta
Tmax 2.0 hr Macaca mulatta

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 60.0 nM 7.22 Inhibition of HCV genotype 1b NS5B RNA dependent RNA polymerase assessed as redu... 25650256
Hepatitis C virus EC50 = 75.0 nM 7.12 Antiviral activity against Hepatitis C virus Con1 infected in human lunet cells ... 20516278
Hepatitis C virus EC50 = 600.0 nM 6.22 Antiviral activity against HCV genotype 1a infected in human HuH7 cells by repli... 25650256
Hepatitis C virus IC50 = 600.0 nM 6.22 Antiviral activity against HCV 1b Con1 in 2209-23 cells after 72 hrs by lucifera... 17698842
Hepatitis C virus EC50 = 610.0 nM 6.21 Antiviral activity against Hepatitis C virus subtype 1b Con1 infected in human H... 18285474
Hepatitis C virus EC50 = 1900.0 nM 5.72 Antiviral activity against Hepatitis C virus subtype 1b with adaptive mutations ... 21033671
Hepatitis C virus EC50 = 1900.0 nM 5.72 Antiviral activity against Hepatitis C virus genotype 1b in human Huh7-luc clone... 24345201
Hepatitis C virus EC50 = 2300.0 nM 5.64 Antiviral activity against HCV genotype 1b infected in human HuH7 cells by repli... 25650256
Norovirus EC50 = 3200.0 nM 5.5 Antiviral activity against human Norovirus 32294613
Hepatitis C virus EC50 = 4500.0 nM 5.35 Antiviral activity against HCV infected in human Huh7 cells assessed as reductio... 27994763
Unchecked IC50 = 8410.0 nM 5.08 Inhibition of HCV genotype 1b wild type recombinant NS5B RNA dependent RNA polym... 24079820
RNA-directed RNA polymerase IC50 = 56700.0 nM 4.25 Inhibition of HCV genotype 1b recombinant NS5B RNA dependent RNA polymerase S282... 24079820

Literature References

PubMed DOI Target Context # Activities
17698842 10.1074/jbc.m705274200 Hepatocyte 46
17562805 10.1128/aac.00193-07 ADMET 24
17562805 10.1128/aac.00193-07 Rhesus monkey 21
17698842 10.1074/jbc.m705274200 Hepatitis C virus 5
17999967 10.1128/aac.01184-07 Hepatitis C virus 5
17101674 10.1128/aac.00400-06 Uridine-cytidine kinase 1 4
20516278 10.1128/aac.00399-10 Hepatitis C virus 3
17101674 10.1128/aac.00400-06 Deoxycytidine kinase 3
20580554 10.1016/j.bmcl.2010.06.025 Deoxycytidine kinase 3
17999967 10.1128/aac.01184-07 Cytidine deaminase 3
16107149 10.1021/jm0502788 Huh-7 2
25650256 10.1016/j.bmcl.2015.01.021 Hepatitis C virus 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
16107149 10.1021/jm0502788 NON-PROTEIN TARGET 2
17999967 10.1128/aac.01184-07 Deoxycytidine kinase 1
17999967 10.1128/aac.01184-07 Hepatocyte 1
17562805 10.1128/aac.00193-07 HepG2 1
20580554 10.1016/j.bmcl.2010.06.025 ADMET 1
18285474 10.1128/aac.01317-07 Hepatitis C virus 1

Data from ChEMBL 36 via Core Engine