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Compound Detail

CHEMBL4850393

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Cc1c(Cc2ccc(C(F)(F)F)nc2)c[nH]c1C(=O)NC(C)c1cnn(C)c1

Basic Information

ChEMBL ID CHEMBL4850393
Phase Preclinical
Structure Type MOL
InChI Key QKAPFUYAAPPCDI-UHFFFAOYSA-N
4
Targets
14
Activities
2
Assay Types
16
PK Parameters
16
Publications
0
Known Names

Molecular Properties

391.4
MW (Da)
3.55
ALogP
4
HBA
2
HBD
75.6
PSA (Ų)
0.70
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 C19H20F3N5O
MW 391.40
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -1.37

Activity Summary

EC50 7 meas. best 8.26
IC50 7 meas. best 8.41

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 8.41 7.092 3.9 5
Plasmodium falciparum
CHEMBL364
EC50 8.26 7.9157 5.5 7
Cytochrome P450 3A4
CHEMBL340
IC50 5.07 5.07 8500.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.72 4.72 19000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 84933.8 ng.hr.mL-1 Mus musculus
AUC 140904.0 ng.hr.mL-1 Rattus norvegicus
CL 20000.0 mL.min-1.g-1 Homo sapiens
CL 21000.0 mL.min-1.g-1 Rattus norvegicus
CL 41000.0 mL.min-1.g-1 Mus musculus
CL 36000.0 mL.min-1.g-1 Homo sapiens
CL 38000.0 mL.min-1.g-1 Rattus norvegicus
CL 75000.0 mL.min-1.g-1 Mus musculus
CL 2.4 mL.min-1.kg-1 Rattus norvegicus
Cmax 36000.0 nM Mus musculus
Cmax 35000.0 nM Rattus norvegicus
F 61.0 % Rattus norvegicus
T1/2 3.5 hr Mus musculus
T1/2 3.7 hr Rattus norvegicus
Tmax 1.0 hr Mus musculus
Tmax 3.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 3.9 nM 8.41 Inhibition of Plasmodium vivax DHODH expressed in Escherichia coli BL21-DE3 usin... 33876936
Plasmodium falciparum EC50 = 5.5 nM 8.26 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Plasmodium falciparum EC50 = 5.9 nM 8.23 Antiplasmodial activity against Plasmodium falciparum Dd2 Uganda infected in hum... 33876936
Plasmodium falciparum EC50 = 6.2 nM 8.21 Antiplasmodial activity against Plasmodium falciparum 3D7 Uganda infected in hum... 33876936
Plasmodium falciparum EC50 = 7.0 nM 8.15 Antiplasmodial activity against asexual blood stage chloroquine and pyrimethamin... 33876936
Plasmodium falciparum EC50 = 8.2 nM 8.09 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Plasmodium falciparum EC50 = 9.8 nM 8.01 Antiplasmodial activity against Plasmodium falciparum Uganda field isolated from... 33876936
Unchecked IC50 = 46.0 nM 7.34 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Unchecked IC50 = 47.0 nM 7.33 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Unchecked IC50 = 62.0 nM 7.21 Inhibition of Plasmodium vivax DHODH expressed in Escherichia coli BL21-DE3 usin... 33876936
Plasmodium falciparum EC50 = 350.0 nM 6.46 Antimalarial activity against drug-resistant Plasmodium falciparum 3D7 infected ... 33876936
Unchecked IC50 = 6800.0 nM 5.17 Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli BL21-DE3... 33876936
Cytochrome P450 3A4 IC50 = 8500.0 nM 5.07 Inhibition of CYP3A4 (unknown origin) by UPLC-MS analysis 33876936
Cytochrome P450 2C9 IC50 = 19000.0 nM 4.72 Inhibition of CYP2C9 (unknown origin) by UPLC-MS analysis 33876936

Literature References

PubMed DOI Target Context # Activities
33876936 10.1021/acs.jmedchem.1c00173 ADMET 26
33876936 10.1021/acs.jmedchem.1c00173 Plasmodium falciparum 9
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 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