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Compound Detail

CHEMBL4159471

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Cc1cc(NC(=O)c2cccc(S(=O)(=O)N[C@H]3CCOC3)c2)ccc1F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4159471
Phase Preclinical
Structure Type MOL
InChI Key JIZGLOVJKCSHTH-HNNXBMFYSA-N
3
Targets
5
Activities
2
Assay Types
30
PK Parameters
20
Publications
0
Known Names

Molecular Properties

378.4
MW (Da)
2.45
ALogP
4
HBA
2
HBD
84.5
PSA (Ų)
0.84
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H19FN2O4S
MW 378.43
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -2.03

Activity Summary

EC50 4 meas. best 6.92
IC50 1 meas. best 5.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HBV genotype D
CHEMBL612769
 EC50 6.92 6.81 120.0 2
Hepatitis B virus
CHEMBL613497
 EC50 6.57 6.47 270.0 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 IC50 5.4 5.4 4000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1240.0 ng.hr.mL-1 Mus musculus
AUC 1990.0 ng.hr.mL-1 Mus musculus
AUC 16400.0 ng.hr.mL-1 Mus musculus
AUC 16877.0 ng.hr.mL-1 Mus musculus
AUC 4750.0 ng.hr.mL-1 Mus musculus
AUC 19200.0 ng.hr.mL-1 Mus musculus
AUC 12000.0 ng.hr.mL-1 Mus musculus
AUC 86900.0 ng.hr.mL-1 Mus musculus
AUC 4780.0 ng.hr.mL-1 Mus musculus
AUC 20700.0 ng.hr.mL-1 Mus musculus
AUC 12700.0 ng.hr.mL-1 Mus musculus
AUC 119000.0 ng.hr.mL-1 Mus musculus
CL 34.0 mL.min-1.kg-1 Mus musculus
Cmax 5126.44 nM Mus musculus
Cmax 24945.17 nM Mus musculus
Cmax 8897.29 nM Mus musculus
Cmax 5787.07 nM Mus musculus
Cmax 11574.14 nM Mus musculus
Cmax 5575.67 nM Mus musculus
Cmax 20347.22 nM Mus musculus
F 40.0 % Mus musculus
F 66.0 % Mus musculus
F 68.0 % Mus musculus
Fu 0.126 - Mus musculus
Fu 0.081 - Homo sapiens
T1/2 0.42 hr Mus musculus
T1/2 1.1 hr Mus musculus
T1/2 2.4 hr Mus musculus
T1/2 5.3 hr Mus musculus
T1/2 1.1 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HBV genotype D EC50 = 120.0 nM 6.92 Antiviral activity against HBV genotype D infected in human HepG2.2.15 cells ass... 29906396
HBV genotype D EC50 = 200.0 nM 6.7 Antiviral activity against HBV genotype D infected in primary human hepatocytes ... 29906396
Hepatitis B virus EC50 = 270.0 nM 6.57 Antiviral activity against HBV infected in human HePAD38 cells assessed as reduc... 36709646
Hepatitis B virus EC50 = 430.0 nM 6.37 Antiviral activity against Hepatitis B virus infected in human HepG2.117 cells a... 29906396
5-hydroxytryptamine receptor 2B IC50 = 4000.0 nM 5.4 Antagonist activity at 5-HT2B (unknown origin) 29906396

Literature References

PubMed DOI Target Context # Activities
29906396 10.1021/acs.jmedchem.8b00654 Mus musculus 40
29906396 10.1021/acs.jmedchem.8b00654 ADMET 14
36709646 10.1016/j.ejmech.2023.115141 Hepatitis B virus 7
29906396 10.1021/acs.jmedchem.8b00654 HBV genotype D 5
29906396 10.1021/acs.jmedchem.8b00654 5-hydroxytryptamine receptor 2B 3
29906396 10.1021/acs.jmedchem.8b00654 Unchecked 2
29906396 10.1021/acs.jmedchem.8b00654 Voltage-gated inwardly rectifying potassium channel KCNH2 2
36709646 10.1016/j.ejmech.2023.115141 ADMET 1
29906396 10.1021/acs.jmedchem.8b00654 Hepatitis B virus 1
36709646 10.1016/j.ejmech.2023.115141 Unchecked 1
29906396 10.1021/acs.jmedchem.8b00654 Core antigen 1
29906396 10.1021/acs.jmedchem.8b00654 Salmonella typhimurium 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 3A4 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 2D6 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 2C19 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 2C9 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 2C8 1
29906396 10.1021/acs.jmedchem.8b00654 Cytochrome P450 1A2 1
29906396 10.1021/acs.jmedchem.8b00654 HepG2 1
29906396 10.1021/acs.jmedchem.8b00654 No relevant target 1

Data from ChEMBL 36 via Core Engine