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Compound Detail

CHEMBL581489

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COc1ccccc1CNC(=O)CCn1c(=O)[nH]c2ccccc2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL581489
Phase Preclinical
Structure Type MOL
InChI Key GONCPXNUBXWDEU-UHFFFAOYSA-N
3
Targets
16
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

353.4
MW (Da)
1.40
ALogP
5
HBA
2
HBD
93.2
PSA (Ų)
0.70
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19N3O4
MW 353.38
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -1.29

Activity Summary

EC50 10 meas. best 7.16
IC50 6 meas. best 7.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium berghei
CHEMBL612653
 IC50 7.36 7.36 44.0 1
Plasmodium falciparum
CHEMBL364
 EC50 7.16 6.921 70.0 10
Plasmodium falciparum
CHEMBL364
 IC50 6.29 6.29 517.6 1
Unchecked
CHEMBL612545
 IC50 5.41 5.0825 3900.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 25.76 ng.hr.mL-1 Mus musculus
Cmax 21.3 nM Mus musculus
MRT 3.01 hr Mus musculus
Tmax 0.25 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium berghei IC50 = 44.0 nM 7.36 Antiplasmodial activity against luciferase expressing Plasmodium berghei 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum 3D7 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum K1 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum W2 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum Dd2 34798379
Plasmodium falciparum EC50 = 70.0 nM 7.16 Antiplasmodial activity against Plasmodium falciparum FCR3 34798379
Plasmodium falciparum EC50 = 72.6 nM 7.14 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum EC50 = 132.6 nM 6.88 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum EC50 = 190.0 nM 6.72 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
Plasmodium falciparum EC50 = 400.0 nM 6.4 Antimalarial activity against chloroquine-resistant Plasmodium falciparum FcB1(C... 34798379
Plasmodium falciparum IC50 = 517.6 nM 6.29 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum EC50 = 537.0 nM 6.27 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Unchecked IC50 = 3900.0 nM 5.41 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 4380.0 nM 5.36 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 14230.0 nM 4.85 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 19540.0 nM 4.71 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
34798379 10.1016/j.bmc.2021.116513 ADMET 6
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
34798379 10.1016/j.bmc.2021.116513 Plasmodium falciparum 6
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 2
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
34798379 10.1016/j.bmc.2021.116513 Plasmodium berghei 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL2448809 Plasmodium falciparum 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei rhodesiense 1
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
- 10.6019/CHEMBL2028040 Leishmania infantum 1
34798379 10.1016/j.bmc.2021.116513 No relevant target 1

Data from ChEMBL 36 via Core Engine