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Compound Detail

CHEMBL3765311

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COC(=O)N[C@H](C(=O)N1CCC[C@H]1c1ncc(-c2ccc(-c3cc4cc(-c5cnc([C@@H]6CCCN6C(=O)[C@@H](NC(=O)OC)C(C)C)[nH]5)ccc4o3)cc2)[nH]1)C(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3765311
Phase Preclinical
Structure Type MOL
InChI Key QKFUCROVTLGTAV-VOIOCNMVSA-N
3
Targets
27
Activities
1
Assay Types
10
PK Parameters
14
Publications
0
Known Names

Molecular Properties

778.9
MW (Da)
6.97
ALogP
9
HBA
4
HBD
187.8
PSA (Ų)
0.11
QED
2
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C42H50N8O7
MW 778.91
Aromatic Rings 5
Heavy Atoms 57
NP-Likeness -0.31

Activity Summary

EC50 27 meas. best 11.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Nonstructural protein 5A
CHEMBL3307224
 EC50 11.0 8.59 0.0 12
Hepatitis C virus
CHEMBL379
 EC50 11.0 8.6167 0.0 9
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
 EC50 5.48 5.48 3300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1.7 uM.hr/ml Rattus norvegicus
AUC 1.1 uM.hr/ml Canis lupus familiaris
CL 9.3 mL.min-1.kg-1 Rattus norvegicus
CL 6.4 mL.min-1.kg-1 Canis lupus familiaris
CL 9.1 mL.min-1.kg-1 Macaca fascicularis
F 38.0 % Rattus norvegicus
F 26.0 % Canis lupus familiaris
T1/2 2.0 hr Rattus norvegicus
T1/2 4.7 hr Canis lupus familiaris
T1/2 3.0 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hepatitis C virus EC50 = 0.01 nM 11.0 Antiviral activity against HCV genotype 1a by real time PCR analysis 27282743
Nonstructural protein 5A EC50 = 0.01 nM 11.0 Inhibition of HCV NS5A in HCV genotype 1a assessed as reduction in viral replica... 29653894
Hepatitis C virus EC50 = 0.01 nM 11.0 Antiviral activity against HCV genotype 1a by replicon assay 26850003
Nonstructural protein 5A EC50 = 0.3 nM 9.52 Inhibition of HCV NS5A in HCV genotype 4a assessed as reduction in viral replica... 29653894
Hepatitis C virus EC50 = 0.4 nM 9.4 Antiviral activity against HCV genotype 2a by replicon assay 26850003
Nonstructural protein 5A EC50 = 0.4 nM 9.4 Inhibition of HCV NS5A in HCV genotype 2a assessed as reduction in viral replica... 29653894
Nonstructural protein 5A EC50 = 0.5 nM 9.3 Inhibition of HCV NS5A L31V mutant in HCV genotype 1b assessed as reduction in v... 29653894
Nonstructural protein 5A EC50 = 2.3 nM 8.64 Inhibition of HCV NS5A Y93H mutant in HCV genotype 1b assessed as reduction in v... 29653894
Hepatitis C virus EC50 = 4.0 nM 8.4 Antiviral activity against HCV genotype 3a by replicon assay 26850003
Hepatitis C virus EC50 = 4.0 nM 8.4 Antiviral activity against HCV genotype 3a by real time PCR analysis 27282743
Nonstructural protein 5A EC50 = 4.0 nM 8.4 Inhibition of HCV NS5A in HCV genotype 3a assessed as reduction in viral replica... 29653894
Nonstructural protein 5A EC50 = 5.5 nM 8.26 Inhibition of HCV NS5A Q30H mutant in HCV genotype 1a assessed as reduction in v... 29653894
Nonstructural protein 5A EC50 = 6.4 nM 8.19 Inhibition of HCV NS5A L31V mutant in HCV genotype 1a assessed as reduction in v... 29653894
Nonstructural protein 5A EC50 = 8.5 nM 8.07 Inhibition of HCV NS5A Q30R mutant in HCV genotype 1a assessed as reduction in v... 29653894
Nonstructural protein 5A EC50 = 8.8 nM 8.06 Inhibition of HCV NS5A Y93C mutant in HCV genotype 1a assessed as reduction in v... 29653894
Nonstructural protein 5A EC50 = 20.0 nM 7.7 Inhibition of HCV NS5A Y93H mutant in HCV genotype 1a assessed as reduction in v... 29653894
Hepatitis C virus EC50 = 24.0 nM 7.62 Antiviral activity against HCV genotype 1a expressing NS5A Y93H mutant by replic... 26850003
Hepatitis C virus EC50 = 24.0 nM 7.62 Antiviral activity against HCV genotype 1a harboring NS5A Y93H mutant by real ti... 27282743
Hepatitis C virus EC50 = 27.0 nM 7.57 Antiviral activity against Hepatitis C virus genotype 1a harboring NS5A Y93H mut... 34213340
Hepatitis C virus EC50 = 286.0 nM 6.54 Antiviral activity against HCV genotype 2b by replicon assay 26850003

Literature References

PubMed DOI Target Context # Activities
29653894 10.1016/j.bmcl.2018.03.049 Nonstructural protein 5A 14
26850003 10.1016/j.bmcl.2016.01.050 Hepatitis C virus 6
29653894 10.1016/j.bmcl.2018.03.049 Rattus norvegicus 5
29653894 10.1016/j.bmcl.2018.03.049 Canis familiaris 5
27282743 10.1016/j.bmcl.2016.05.042 Hepatitis C virus 4
29653894 10.1016/j.bmcl.2018.03.049 Cynomolgus monkey 2
26850003 10.1016/j.bmcl.2016.01.050 Nuclear receptor subfamily 1 group I member 2 1
29653894 10.1016/j.bmcl.2018.03.049 Cytochrome P450 3A4 1
29653894 10.1016/j.bmcl.2018.03.049 Cytochrome P450 2C9 1
29653894 10.1016/j.bmcl.2018.03.049 Cytochrome P450 2D6 1
29653894 10.1016/j.bmcl.2018.03.049 Nuclear receptor subfamily 1 group I member 2 1
29653894 10.1016/j.bmcl.2018.03.049 Huh-7 1
29653894 10.1016/j.bmcl.2018.03.049 Unchecked 1
34213340 10.1021/acs.jmedchem.1c00790 Hepatitis C virus 1

Data from ChEMBL 36 via Core Engine