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Compound Detail

CHEMBL4850116

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Cc1c(Cc2ccc(C(F)(F)F)nc2)c[nH]c1C(=O)NC(C)c1cn[nH]c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4850116
Phase Preclinical
Structure Type MOL
InChI Key KFJQIZUFOJXQSO-UHFFFAOYSA-N
6
Targets
13
Activities
2
Assay Types
16
PK Parameters
16
Publications
0
Known Names

Molecular Properties

377.4
MW (Da)
3.54
ALogP
3
HBA
3
HBD
86.5
PSA (Ų)
0.64
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H18F3N5O
MW 377.37
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.10

Activity Summary

IC50 9 meas. best 7.37
EC50 4 meas. best 8.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 EC50 8.62 7.8625 2.4 4
Unchecked
CHEMBL612545
 IC50 7.37 6.884 43.0 5
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.77 5.77 1700.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.4 5.4 4000.0 1
Cytochrome P450 2C19
CHEMBL3622
 IC50 5.4 5.4 4000.0 1
Cytochrome P450 2C8
CHEMBL3721
 IC50 4.74 4.74 18300.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24529.05 ng.hr.mL-1 Mus musculus
AUC 8302.14 ng.hr.mL-1 Rattus norvegicus
CL 20000.0 mL.min-1.g-1 Homo sapiens
CL 28000.0 mL.min-1.g-1 Rattus norvegicus
CL 31000.0 mL.min-1.g-1 Mus musculus
CL 33000.0 mL.min-1.g-1 Homo sapiens
CL 47000.0 mL.min-1.g-1 Rattus norvegicus
CL 52000.0 mL.min-1.g-1 Mus musculus
CL 6.2 mL.min-1.kg-1 Rattus norvegicus
Cmax 6400.0 nM Mus musculus
Cmax 2400.0 nM Rattus norvegicus
F 10.0 % Rattus norvegicus
T1/2 4.4 hr Mus musculus
T1/2 3.4 hr Rattus norvegicus
Tmax 1.0 hr Mus musculus
Tmax 3.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 2.4 nM 8.62 Antiplasmodial activity against asexual blood stage chloroquine and pyrimethamin... 33876936
Plasmodium falciparum EC50 = 4.5 nM 8.35 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Plasmodium falciparum EC50 = 9.0 nM 8.05 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Unchecked IC50 = 43.0 nM 7.37 Inhibition of Plasmodium vivax DHODH expressed in Escherichia coli BL21-DE3 usin... 33876936
Unchecked IC50 = 47.0 nM 7.33 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Unchecked IC50 = 48.0 nM 7.32 Inhibition of Plasmodium vivax DHODH expressed in Escherichia coli BL21-DE3 usin... 33876936
Unchecked IC50 = 61.0 nM 7.21 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Plasmodium falciparum EC50 = 370.0 nM 6.43 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Cytochrome P450 2C9 IC50 = 1700.0 nM 5.77 Inhibition of CYP2C9 (unknown origin) by UPLC-MS analysis 33876936
Cytochrome P450 2C19 IC50 = 4000.0 nM 5.4 Inhibition of CYP2C19 (unknown origin) by UPLC-MS analysis 33876936
Cytochrome P450 2D6 IC50 = 4000.0 nM 5.4 Inhibition of CYP2D6 (unknown origin) by UPLC-MS analysis 33876936
Unchecked IC50 = 6400.0 nM 5.19 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Cytochrome P450 2C8 IC50 = 18300.0 nM 4.74 Inhibition of CYP2C8 (unknown origin) by UPLC-MS analysis 33876936

Literature References

PubMed DOI Target Context # Activities
33876936 10.1021/acs.jmedchem.1c00173 ADMET 24
33876936 10.1021/acs.jmedchem.1c00173 Unchecked 6
33876936 10.1021/acs.jmedchem.1c00173 Dihydroorotate dehydrogenase (quinone), mitochondrial 5
33876936 10.1021/acs.jmedchem.1c00173 Plasmodium falciparum 4
33876936 10.1021/acs.jmedchem.1c00173 No relevant target 4
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 3A4 2
33876936 10.1021/acs.jmedchem.1c00173 L1210 1
33876936 10.1021/acs.jmedchem.1c00173 HepG2 1
33876936 10.1021/acs.jmedchem.1c00173 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 1A2 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 2B6 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 2C8 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 2C9 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 2C19 1
33876936 10.1021/acs.jmedchem.1c00173 Cytochrome P450 2D6 1
33876936 10.1021/acs.jmedchem.1c00173 Albumin 1

Data from ChEMBL 36 via Core Engine