Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL4091762

CABAMIQUINE
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
O=C(NCCN1CCCC1)c1cc(-c2ccc(CN3CCOCC3)cc2)nc2ccc(F)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4091762
Name CABAMIQUINE
Phase Phase II
Structure Type MOL
InChI Key BENUHBSJOJMZEE-UHFFFAOYSA-N

Known Names

Cabamiquina Cabamiquine DDD-107498 DDD107498 DDD498 M-5717 M5717 MMV-121 MMV121
7
Targets
26
Activities
2
Assay Types
16
PK Parameters
20
Publications
9
Known Names
1
Indications

Molecular Properties

462.6
MW (Da)
3.70
ALogP
5
HBA
1
HBD
57.7
PSA (Ų)
0.58
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Year 2023

Extended Properties

Molecular Formula C27H31FN4O2
MW 462.57
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -1.91

Indications

Malaria

Activity Summary

EC50 21 meas. best 9.52
IC50 5 meas. best 9.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 9.89 9.775 0.1 2
Plasmodium falciparum
CHEMBL364
 EC50 9.52 8.6281 0.3 16
Plasmodium yoelii
CHEMBL612889
 EC50 9.0 9.0 1.0 2
Unchecked
CHEMBL612545
 IC50 8.7 8.7 2.0 1
Plasmodium berghei
CHEMBL612653
 EC50 8.3 8.3 5.0 2
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.8 4.8 16000.0 1
MRC5
CHEMBL614181
 EC50 4.62 4.62 24000.0 1
L6
CHEMBL614793
 IC50 4.55 4.55 28470.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2987.87 ng.hr.mL-1 Mus musculus
AUC 3342.37 ng.hr.mL-1 Rattus norvegicus
CL 0.5 mL.min-1.g-1 Mus musculus
CL 0.8 mL.min-1.g-1 Rattus norvegicus
CL 1.1 mL.min-1.g-1 Homo sapiens
CL 18.0 mL.min-1.kg-1 Rattus norvegicus
CL 12.0 mL.min-1.kg-1 Mus musculus
CL 0.9 mL.min-1.g-1 Mus musculus
Cmax 194.57 nM Mus musculus
Cmax 389.13 nM Rattus norvegicus
F 74.0 % Mus musculus
F 84.0 % Rattus norvegicus
T1/2 10.0 hr Rattus norvegicus
T1/2 16.0 hr Mus musculus
Tmax 1.0 hr Mus musculus
Tmax 4.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.13 nM 9.89 Antiplasmodial activity against erythrocytic stage of chloroquine-sensitive Plas... 28279559
Plasmodium falciparum IC50 = 0.22 nM 9.66 Antiplasmodial activity against erythrocytic stage of chloroquine/pyrimethamine-... 28279559
Plasmodium falciparum EC50 = 0.3 nM 9.52 Antiplasmodial activity against drug resistant Plasmodium falciparum NF5 by [3H]... 27631715
Plasmodium falciparum EC50 = 0.4 nM 9.4 Antiplasmodial activity against drug resistant Plasmodium falciparum W2 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.4 nM 9.4 Antiplasmodial activity against drug resistant Plasmodium falciparum K1 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.4 nM 9.4 Antiplasmodial activity against drug resistant Plasmodium falciparum 7G8 by [3H]... 27631715
Plasmodium falciparum EC50 = 0.4 nM 9.4 Antiplasmodial activity against drug resistant Plasmodium falciparum TM90C2A by ... 27631715
Plasmodium falciparum EC50 = 0.4 nM 9.4 Antiplasmodial activity against drug resistant Plasmodium falciparum D6 by [3H]h... 27631715
Plasmodium falciparum EC50 = 0.7 nM 9.15 Antiplasmodial activity against drug resistant Plasmodium falciparum V1/S by [3H... 27631715
Plasmodium falciparum EC50 = 1.0 nM 9.0 Antiplasmodial activity against Plasmodium falciparum Dd2 infected in erythrocyt... 39024967
Plasmodium falciparum EC50 = 1.0 nM 9.0 Antimalarial activity against Plasmodium falciparum Dd2 assessed as reduction in... 38554474
Plasmodium falciparum EC50 = 1.0 nM 9.0 Antimalarial activity against blood stage chloroquine-sensitive Plasmodium falci... 35033884
Plasmodium falciparum EC50 = 1.0 nM 9.0 Antimalarial activity against Plasmodium falciparum 3D7 27775354
Plasmodium yoelii EC50 = 1.0 nM 9.0 Antimalarial activity against Plasmodium yoelii 27775354
Plasmodium falciparum EC50 = 1.0 nM 9.0 Antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum 3D7 ... 27631715
Plasmodium yoelii EC50 = 1.0 nM 9.0 Antiplasmodial activity against Plasmodium yoelli liver stage forms 27631715
Unchecked IC50 = 2.0 nM 8.7 Inhibition of Plasmodium falciparum 3D7 EF2 38198596
Plasmodium berghei EC50 = 5.0 nM 8.3 Antiplasmodial activity against Plasmodium berghei ookinete form assessed as gro... 27631715
Plasmodium berghei EC50 = 5.0 nM 8.3 Antimalarial activity against Plasmodium berghei ookinete form 27775354
Plasmodium falciparum EC50 = 24.0 nM 7.62 Antiplasmodial activity against late stage (IV/V) Plasmodium falciparum NF54 gam... 27631715

Literature References

PubMed DOI Target Context # Activities
27631715 10.1021/acs.jmedchem.6b00723 ADMET 19
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium berghei 12
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium falciparum 9
27775354 10.1021/acs.jmedchem.6b01486 Plasmodium falciparum 9
27775354 10.1021/acs.jmedchem.6b01486 Plasmodium berghei 3
39024967 10.1016/j.ejmech.2024.116677 Plasmodium falciparum 2
28279559 10.1016/j.bmc.2017.02.043 Plasmodium falciparum 2
38554474 10.1016/j.ejmech.2024.116354 Plasmodium falciparum 2
28279559 10.1016/j.bmc.2017.02.043 Unchecked 2
27631715 10.1021/acs.jmedchem.6b00723 No relevant target 1
27631715 10.1021/acs.jmedchem.6b00723 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27631715 10.1021/acs.jmedchem.6b00723 MRC5 1
27631715 10.1021/acs.jmedchem.6b00723 Plasmodium yoelii 1
27775354 10.1021/acs.jmedchem.6b01486 Plasmodium yoelii 1
27775354 10.1021/acs.jmedchem.6b01486 ADMET 1
27775354 10.1021/acs.jmedchem.6b01486 No relevant target 1
35033884 10.1016/j.bmc.2022.116614 No relevant target 1
35033884 10.1016/j.bmc.2022.116614 Plasmodium falciparum 1
38198596 10.1021/acs.jmedchem.3c01828 Unchecked 1
28279559 10.1016/j.bmc.2017.02.043 L6 1

Data from ChEMBL 36 via Core Engine