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Compound Detail

CHEMBL4212403

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COc1cc(NC(C(=O)c2c[nH]c3ccccc23)c2ccccc2)cc(OC)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4212403
Phase Preclinical
Structure Type MOL
InChI Key RUOUETBOFZRKGX-UHFFFAOYSA-N
7
Targets
15
Activities
2
Assay Types
5
PK Parameters
15
Publications
0
Known Names

Molecular Properties

386.4
MW (Da)
5.22
ALogP
4
HBA
2
HBD
63.4
PSA (Ų)
0.43
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H22N2O3
MW 386.45
Aromatic Rings 4
Heavy Atoms 29
NP-Likeness -0.57

Activity Summary

IC50 9 meas. best 5.85
EC50 6 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
dengue virus type 2
CHEMBL613966
 EC50 9.0 7.87 1.0 3
dengue virus type 1
CHEMBL613360
 EC50 7.33 7.33 47.0 1
dengue virus type 3
CHEMBL612717
 EC50 7.04 7.04 92.0 1
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.85 5.5533 1400.0 3
dengue virus type 4
CHEMBL613728
 EC50 5.72 5.72 1900.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.64 5.52 2300.0 3
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.52 5.4467 3000.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 163.08 ng.hr.mL-1 Rattus norvegicus
CL 67.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 88.0 nM Rattus norvegicus
F 7.0 % Rattus norvegicus
T1/2 4.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
dengue virus type 2 EC50 = 1.0 nM 9.0 Antiviral activity against Dengue virus 2 Rega infected in African green monkey ... 30149709
dengue virus type 2 EC50 = 7.0 nM 8.15 Antiviral activity against Dengue virus 2 Rega infected in African green monkey ... 30149709
dengue virus type 1 EC50 = 47.0 nM 7.33 Antiviral activity against Dengue virus 1 Djibouti D1/H/IMTSSA/98/606 infected i... 30149709
dengue virus type 3 EC50 = 92.0 nM 7.04 Antiviral activity against Dengue virus 3 H87 infected in African green monkey V... 30149709
dengue virus type 2 EC50 = 348.0 nM 6.46 Antiviral activity against Dengue virus 2 Rega infected in African green monkey ... 30149709
Cytochrome P450 1A2 IC50 = 1400.0 nM 5.85 Inhibition of CYP1A2 (unknown origin) 30149709
dengue virus type 4 EC50 = 1900.0 nM 5.72 Antiviral activity against Dengue virus 4 DAKHD34460 infected in African green m... 30149709
Cytochrome P450 2C19 IC50 = 2300.0 nM 5.64 Inhibition of CYP2C19 (unknown origin) 30149709
Cytochrome P450 1A2 IC50 = 2400.0 nM 5.62 Inhibition of CYP1A2 (unknown origin) 30149709
Cytochrome P450 2C19 IC50 = 3000.0 nM 5.52 Inhibition of CYP2C19 (unknown origin) 30149709
Cytochrome P450 2C9 IC50 = 3000.0 nM 5.52 Inhibition of CYP2C9 (unknown origin) 30149709
Cytochrome P450 2C9 IC50 = 3200.0 nM 5.5 Inhibition of CYP2C9 (unknown origin) 30149709
Cytochrome P450 2C19 IC50 = 4000.0 nM 5.4 Inhibition of CYP2C19 (unknown origin) 30149709
Cytochrome P450 2C9 IC50 = 4800.0 nM 5.32 Inhibition of CYP2C9 (unknown origin) 30149709
Cytochrome P450 1A2 IC50 = 6400.0 nM 5.19 Inhibition of CYP1A2 (unknown origin) 30149709

Literature References

PubMed DOI Target Context # Activities
30149709 10.1021/acs.jmedchem.8b00913 ADMET 19
30149709 10.1021/acs.jmedchem.8b00913 Rattus norvegicus 6
30149709 10.1021/acs.jmedchem.8b00913 dengue virus type 2 3
30149709 10.1021/acs.jmedchem.8b00913 Vero 3
30149709 10.1021/acs.jmedchem.8b00913 No relevant target 3
30149709 10.1021/acs.jmedchem.8b00913 Voltage-gated inwardly rectifying potassium channel KCNH2 3
30149709 10.1021/acs.jmedchem.8b00913 Cytochrome P450 1A2 3
30149709 10.1021/acs.jmedchem.8b00913 Cytochrome P450 2C19 3
30149709 10.1021/acs.jmedchem.8b00913 Cytochrome P450 2C9 3
30149709 10.1021/acs.jmedchem.8b00913 Cytochrome P450 2D6 3
30149709 10.1021/acs.jmedchem.8b00913 Cytochrome P450 3A4 3
30149709 10.1021/acs.jmedchem.8b00913 Salmonella typhimurium 2
30149709 10.1021/acs.jmedchem.8b00913 dengue virus type 1 1
30149709 10.1021/acs.jmedchem.8b00913 dengue virus type 3 1
30149709 10.1021/acs.jmedchem.8b00913 dengue virus type 4 1

Data from ChEMBL 36 via Core Engine