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Compound Detail

CHEMBL3325608

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CNC(=O)c1ccc(-c2cnc3cnc(C(=O)N(C)c4ccc(Cl)cc4)cn23)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3325608
Phase Preclinical
Structure Type MOL
InChI Key TYMFFISSODJRDV-UHFFFAOYSA-N
9
Targets
28
Activities
2
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

419.9
MW (Da)
3.69
ALogP
5
HBA
1
HBD
79.6
PSA (Ų)
0.55
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H18ClN5O2
MW 419.87
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -1.60

Activity Summary

EC50 14 meas. best 8.38
IC50 14 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.8 8.8 1.6 1
Plasmodium falciparum
CHEMBL364
 EC50 8.38 7.55 4.2 14
Plasmodium yoelii
CHEMBL612889
 IC50 7.44 7.44 36.0 1
Plasmodium falciparum
CHEMBL364
 IC50 7.24 6.514 58.0 5
Plasmodium cynomolgi
CHEMBL613883
 IC50 6.98 6.845 105.0 2
Phosphatidylinositol 4-kinase alpha
CHEMBL3667
 IC50 5.85 5.85 1416.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 5.56 5.56 2728.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 5.51 5.51 3096.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 5.23 5.23 5917.0 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 IC50 5.04 5.04 9199.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 13099.94 ng.hr.mL-1 Mus musculus
CL 19.3 mL.min-1.kg-1 Mus musculus
Cmax 20500.0 nM Mus musculus
F 60.0 % Mus musculus
T1/2 1.05 hr Mus musculus
T1/2 3.63 hr Mus musculus
T1/2 0.83 hr Mus musculus
Tmax 0.5 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1.6 nM 8.8 Inhibition of recombinant His-tagged Plasmodium falciparum 3D7 PI4K expressed in... 31911293
Plasmodium falciparum EC50 = 4.2 nM 8.38 Antimalarial activity against Plasmodium falciparum harboring AcAS A597V mutatio... 38214254
Plasmodium falciparum EC50 = 6.0 nM 8.22 Antimalarial activity against wild-type Plasmodium falciparum Dd2 assessed as re... 38214254
Plasmodium falciparum EC50 = 9.8 nM 8.01 Antimalarial activity against Plasmodium falciparum harboring CARL I1139K mutati... 38214254
Plasmodium falciparum EC50 = 31.9 nM 7.5 Antimalarial activity against pyrimethamine/chloroquine resistant Plasmodium fal... 31911293
Plasmodium falciparum EC50 = 33.6 nM 7.47 Antimalarial activity against artemisinin and piperaquine-phosphate resistant Pl... 31911293
Plasmodium falciparum EC50 = 33.7 nM 7.47 Antimalarial activity against pyrimethamine/chloroquine resistant Plasmodium fal... 31911293
Plasmodium yoelii IC50 = 36.0 nM 7.44 Antiplasmodial activity against blood stage schizont Plasmodium yoelii 25147620
Plasmodium falciparum EC50 = 39.2 nM 7.41 Antimalarial activity against Plasmodium falciparum GB4 infected in human O+ ery... 31911293
Plasmodium falciparum EC50 = 41.1 nM 7.39 Antimalarial activity against sulphadoxine-resistant blood stage Plasmodium falc... 31911293
Plasmodium falciparum EC50 = 41.8 nM 7.38 Antimalarial activity against artemisinin resistant Plasmodium falciparum 803 in... 31911293
Plasmodium falciparum EC50 = 43.9 nM 7.36 Antimalarial activity against chloroquine resistant Plasmodium falciparum D10 in... 31911293
Plasmodium falciparum EC50 = 44.8 nM 7.35 Antimalarial activity against chloroquine resistant Plasmodium falciparum FAB9 i... 31911293
Plasmodium falciparum EC50 = 46.7 nM 7.33 Antimalarial activity against mefloquine/chloroquine/pyrimethamine resistant Pla... 31911293
Plasmodium falciparum EC50 = 54.9 nM 7.26 Antimalarial activity against pyrimethamine/chloroquine resistant Plasmodium fal... 31911293
Plasmodium falciparum IC50 = 58.0 nM 7.24 Antiplasmodial activity against schizont blood stage Plasmodium falciparum 25147620
Plasmodium falciparum EC50 = 67.6 nM 7.17 Antimalarial activity against Plasmodium falciparum harboring PI4K S1320L mutati... 38214254
Plasmodium falciparum IC50 = 84.0 nM 7.08 Antiplasmodial activity against Plasmodium falciparum Dd2 incubated for 72 hrs b... 38918002
Plasmodium cynomolgi IC50 = 105.0 nM 6.98 Antiplasmodial activity against schizont liver stage Plasmodium cynomolgi 25147620
Plasmodium cynomolgi IC50 = 196.0 nM 6.71 Antiplasmodial activity against hypnozoite liver stage Plasmodium cynomolgi 25147620

Literature References

PubMed DOI Target Context # Activities
31911293 10.1016/j.ejmech.2019.112012 Plasmodium falciparum 10
25147620 10.1021/ml500244m Mus musculus 8
38214254 10.1021/acs.jmedchem.3c02046 Plasmodium falciparum 4
38918002 10.1021/acs.jmedchem.4c01154 Plasmodium falciparum 4
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
25147620 10.1021/ml500244m Plasmodium cynomolgi 2
25147620 10.1021/ml500244m Liver 1
29889526 10.1021/acs.jmedchem.8b00648 Unchecked 1
25147620 10.1021/ml500244m ADMET 1
31911293 10.1016/j.ejmech.2019.112012 Unchecked 1
25147620 10.1021/ml500244m No relevant target 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 3-kinase catalytic subunit type 3 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4-kinase alpha 1
31911293 10.1016/j.ejmech.2019.112012 Phosphatidylinositol 4-kinase beta 1
25147620 10.1021/ml500244m Plasmodium falciparum 1
25147620 10.1021/ml500244m Plasmodium yoelii 1

Data from ChEMBL 36 via Core Engine