Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4081718

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CC(C)OC(=O)[C@H](C)NP(=O)(OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@@](F)(Cl)[C@@H]1O)Oc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4081718
Phase Preclinical
Structure Type MOL
InChI Key XFOJNFIRBOHRKD-XCMZYABDSA-N
4
Targets
12
Activities
2
Assay Types
4
PK Parameters
14
Publications
0
Known Names

Molecular Properties

549.9
MW (Da)
1.83
ALogP
10
HBA
3
HBD
158.2
PSA (Ų)
0.23
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H26ClFN3O9P
MW 549.88
Aromatic Rings 2
Heavy Atoms 36
NP-Likeness 0.20

Activity Summary

IC50 8 meas. best 7.3
EC50 4 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 7.7 7.43 20.0 2
Hepatitis C virus
CHEMBL379
 IC50 7.3 6.9417 50.0 6
Unchecked
CHEMBL612545
 EC50 7.26 6.275 55.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 5.17 5.17 6800.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.6 4.6 25000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 29.0 mL.min-1.g-1 Homo sapiens
CL 120.0 mL.min-1.g-1 Homo sapiens
T1/2 2.0 hr Homo sapiens
T1/2 0.1933 hr Homo sapiens

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 HCV genotype 1b harboring wild type NS5B infected in ... 28595015
Hepatitis C virus IC50 = 50.0 nM 7.3 Antiviral activity against HCV genotype 2a/k infected in human HuH7 cells assess... 28595015
Unchecked EC50 = 55.0 nM 7.26 Replicon Assay: The assay utilizes the stably transfected cell line Huh-7 luc/ne... -
Hepatitis C virus EC50 = 70.0 nM 7.16 Antiviral activity against HCV genotype 1b harboring NS5B S282T mutant infected ... 28595015
Hepatitis C virus IC50 = 90.0 nM 7.05 Antiviral activity against HCV genotype 2b infected in human HuH7 cells assessed... 28595015
Hepatitis C virus IC50 = 130.0 nM 6.89 Antiviral activity against HCV genotype 1a infected in human HuH7 cells assessed... 28595015
Hepatitis C virus IC50 = 150.0 nM 6.82 Antiviral activity against HCV genotype 1b infected in human HuH7 cells assessed... 28595015
Hepatitis C virus IC50 = 150.0 nM 6.82 Antiviral activity against HCV genotype 3a infected in human HuH7 cells assessed... 28595015
Hepatitis C virus IC50 = 170.0 nM 6.77 Antiviral activity against HCV genotype 4 infected in human HuH7 cells assessed ... 28595015
Unchecked EC50 = 5100.0 nM 5.29 Replicon Assay: The assay utilizes the stably transfected cell line Huh-7 luc/ne... -
Cytochrome P450 3A4 IC50 = 6800.0 nM 5.17 Inhibition of human CYP3A4 using ketoconazole as substrate 28595015
Cytochrome P450 2C9 IC50 = 25000.0 nM 4.6 Inhibition of human CYP2C9 using sulfaphenazole as substrate 28595015

Literature References

PubMed DOI Target Context # Activities
28595015 10.1021/acs.jmedchem.7b00067 Hepatitis C virus 12
28595015 10.1021/acs.jmedchem.7b00067 HepG2 10
28595015 10.1021/acs.jmedchem.7b00067 ADMET 5
28595015 10.1021/acs.jmedchem.7b00067 Liver 3
28595015 10.1021/acs.jmedchem.7b00067 Huh-7 1
28595015 10.1021/acs.jmedchem.7b00067 PBMC 1
28595015 10.1021/acs.jmedchem.7b00067 CCRF-CEM 1
28595015 10.1021/acs.jmedchem.7b00067 Vero 1
28595015 10.1021/acs.jmedchem.7b00067 Unchecked 1
28595015 10.1021/acs.jmedchem.7b00067 Blood 1
28595015 10.1021/acs.jmedchem.7b00067 Cytochrome P450 3A4 1
28595015 10.1021/acs.jmedchem.7b00067 Cytochrome P450 2C9 1
28595015 10.1021/acs.jmedchem.7b00067 Cytochrome P450 1A2 1
28595015 10.1021/acs.jmedchem.7b00067 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine