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Compound Detail

CHEMBL2431365

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COc1c(/C=C/c2ccc(NS(C)(=O)=O)cc2)cc(-c2cc(F)c[nH]c2=O)cc1C(C)(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2431365
Phase Preclinical
Structure Type MOL
InChI Key GKIDVBFFLSYPRO-RMKNXTFCSA-N
1
Targets
26
Activities
2
Assay Types
26
PK Parameters
15
Publications
0
Known Names

Molecular Properties

470.6
MW (Da)
5.03
ALogP
4
HBA
2
HBD
88.3
PSA (Ų)
0.49
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27FN2O4S
MW 470.57
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.48

Activity Summary

EC50 25 meas. best 9.4
IC50 1 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hepatitis C virus
CHEMBL379
 EC50 9.4 8.6112 0.4 25
Hepatitis C virus
CHEMBL379
 IC50 9.0 9.0 1.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4260.0 ng.hr.mL-1 Canis lupus familiaris
AUC 2410.0 ng.hr.mL-1 Canis lupus familiaris
AUC 10100.0 ng.hr.mL-1 Rattus norvegicus
AUC 4460.0 ng.hr.mL-1 Rattus norvegicus
AUC 1370.0 ng.hr.mL-1 Rattus norvegicus
AUC 407.0 ng.hr.mL-1 Rattus norvegicus
AUC 138.0 ng.hr.mL-1 Rattus norvegicus
AUC 470.0 ng.hr.mL-1 Rattus norvegicus
CL 3.28 mL.min-1.kg-1 Canis lupus familiaris
CL 17.4 mL.min-1.kg-1 Rattus norvegicus
Cmax 639.65 nM Canis lupus familiaris
Cmax 1415.3 nM Canis lupus familiaris
Cmax 1736.19 nM Rattus norvegicus
Cmax 845.78 nM Rattus norvegicus
Cmax 221.01 nM Rattus norvegicus
Cmax 68.85 nM Rattus norvegicus
Cmax 26.99 nM Rattus norvegicus
Cmax 597.15 nM Rattus norvegicus
F 45.0 % Canis lupus familiaris
F 21.0 % Rattus norvegicus
F 33.0 % Rattus norvegicus
F 2.9 % Rattus norvegicus
F 2.2 % Rattus norvegicus
F 7.2 % Rattus norvegicus
T1/2 4.9 hr Canis lupus familiaris
T1/2 5.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 0.4 nM 9.4 Antiviral activity against Hepatitis C virus 1a RO-35 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 0.4 nM 9.4 Antiviral activity against Hepatitis C virus 1b RO-4 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 0.5 nM 9.3 Antiviral activity against Hepatitis C virus 1b RO-1 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 0.7 nM 9.15 Antiviral activity against Hepatitis C virus 1b RO-2 expressing NS5B assessed as... 24069953
Hepatitis C virus IC50 = 1.0 nM 9.0 Inhibition of N-terminal 6-his tagged HCV isolate Con1 NS5B5 polymerase containi... 24069953
Hepatitis C virus EC50 = 1.0 nM 9.0 Antiviral activity against Hepatitis C virus isolate H77 expressing NS5B assesse... 24069953
Hepatitis C virus EC50 = 1.1 nM 8.96 Antiviral activity against Hepatitis C virus 1a RO-33 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 1.3 nM 8.89 Antiviral activity against Hepatitis C virus 1a RO-18 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 1.4 nM 8.85 Antiviral activity against Hepatitis C virus Con1 expressing NS5B assessed as in... 24069953
Hepatitis C virus EC50 = 1.5 nM 8.82 Antiviral activity against Hepatitis C virus 1a RO-41 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 1.7 nM 8.77 Antiviral activity against Hepatitis C virus 1b RO-3 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 1.8 nM 8.74 Antiviral activity against Hepatitis C virus 1a RO-28 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 1.8 nM 8.74 Antiviral activity against Hepatitis C virus 1b RO-7 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 2.0 nM 8.7 Antiviral activity against Hepatitis C virus 1b RO-8 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 2.2 nM 8.66 Antiviral activity against Hepatitis C virus 1a RO-34 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 2.3 nM 8.64 Antiviral activity against Hepatitis C virus 1a RO-32 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 2.8 nM 8.55 Antiviral activity against Hepatitis C virus 1b RO-10 expressing NS5B assessed a... 24069953
Hepatitis C virus EC50 = 3.0 nM 8.52 Antiviral activity against Hepatitis C virus 1b RO-9 expressing NS5B assessed as... 24069953
Hepatitis C virus EC50 = 3.0 nM 8.52 Antiviral activity against Hepatitis C virus isolate Con1 infected in human 2209... 24069953
Hepatitis C virus EC50 = 3.1 nM 8.51 Antiviral activity against Hepatitis C virus 1a RO-24 expressing NS5B assessed a... 24069953

Literature References

PubMed DOI Target Context # Activities
24069953 10.1021/jm401266k Hepatitis C virus 26
24069953 10.1021/jm401266k Rattus norvegicus 20
24069953 10.1021/jm401266k Canis familiaris 8
24195700 10.1021/jm401329s Hepatitis C virus 6
24069953 10.1021/jm401266k Cytochrome P450 3A4 3
24069953 10.1021/jm401266k Caco-2 2
24069953 10.1021/jm401266k Hepatocyte 2
24069953 10.1021/jm401266k Liver microsomes 2
24069953 10.1021/jm401266k Plasma 1
24069953 10.1021/jm401266k No relevant target 1
24069953 10.1021/jm401266k Cytochrome P450 2D6 1
24069953 10.1021/jm401266k Cytochrome P450 2C19 1
24069953 10.1021/jm401266k Cytochrome P450 2C9 1
24069953 10.1021/jm401266k ADMET 1
24195700 10.1021/jm401329s Unchecked 1

Data from ChEMBL 36 via Core Engine