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Compound Detail

CHEMBL5583869

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[2H]C([2H])([2H])N1C(=O)c2ccc(-c3cnn(C(F)F)c3)cc2N2C(=O)CCC21C(=O)Nc1cncc(Cl)c1

Basic Information

ChEMBL ID CHEMBL5583869
Phase Preclinical
Structure Type MOL
InChI Key VHGANQPMCDBVIE-FIBGUPNXSA-N
Parent Compound CHEMBL5592834
Active Moiety CHEMBL5592834
2
Targets
13
Activities
1
Assay Types
2
PK Parameters
6
Publications
0
Known Names

Molecular Properties

486.9
MW (Da)
3.54
ALogP
6
HBA
1
HBD
100.4
PSA (Ų)
0.61
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H17ClF2N6O3
MW 489.88
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.23

Activity Summary

EC50 13 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
EC50 8.52 7.9742 3.0 12
Plasmodium knowlesi
CHEMBL613011
EC50 7.22 7.22 60.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 36.0 mL.min-1.g-1 Homo sapiens
CL 29.0 mL.min-1.g-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum EC50 = 3.0 nM 8.52 Antiplasmodial activity against multidrug resistant Plasmodium falciparum Dd2 in... 39134060
Plasmodium falciparum EC50 = 3.0 nM 8.52 Antiplasmodial activity against multidrug resistant Plasmodium falciparum W2mef ... 39134060
Plasmodium falciparum EC50 = 4.0 nM 8.4 Antiplasmodial activity against multidrug resistant asexual Plasmodium falciparu... 39134060
Plasmodium falciparum EC50 = 5.0 nM 8.3 Antiplasmodial activity against multidrug resistant Plasmodium falciparum CAM3.1... 39134060
Plasmodium falciparum EC50 = 6.0 nM 8.22 Antiplasmodial activity against multidrug resistant Plasmodium falciparum 7G8 in... 39134060
Plasmodium falciparum EC50 = 7.0 nM 8.15 Antiplasmodial activity against asexual Plasmodium falciparum 3D7 incubated for ... 39134060
Plasmodium falciparum EC50 = 7.0 nM 8.15 Antiplasmodial activity against Plasmodium falciparum Dd2 infected in RBC incuba... 39134060
Plasmodium falciparum EC50 = 11.0 nM 7.96 Antiplasmodial activity against Plasmodium falciparum Dd2 harboring F156L mutant... 39134060
Plasmodium falciparum EC50 = 11.0 nM 7.96 Antiplasmodial activity against Plasmodium falciparum Dd2 harboring 2.8x CNV mut... 39134060
Plasmodium falciparum EC50 = 14.0 nM 7.85 Antiplasmodial activity against Plasmodium falciparum Dd2 harboring D425E mutant... 39134060
Plasmodium knowlesi EC50 = 60.0 nM 7.22 Antiplasmodial activity against multidrug resistant Plasmodium knowlesi YH1 infe... 39134060
Plasmodium falciparum EC50 = 119.0 nM 6.92 Antiplasmodial activity against Plasmodium falciparum Dd2 harboring I398F/P990R/... 39134060
Plasmodium falciparum EC50 = 182.0 nM 6.74 Antiplasmodial activity against Plasmodium falciparum Dd2 harboring G358S mutant... 39134060

Literature References

PubMed DOI Target Context # Activities
39134060 10.1021/acs.jmedchem.4c01241 Plasmodium falciparum 12
39134060 10.1021/acs.jmedchem.4c01241 Unchecked 6
39134060 10.1021/acs.jmedchem.4c01241 ADMET 3
39134060 10.1021/acs.jmedchem.4c01241 No relevant target 2
39134060 10.1021/acs.jmedchem.4c01241 HepG2 1
39134060 10.1021/acs.jmedchem.4c01241 Plasmodium knowlesi 1

Data from ChEMBL 36 via Core Engine