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

CHEMBL1082723

CIPARGAMIN
🧪 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
C[C@H]1Cc2c([nH]c3cc(Cl)c(F)cc23)[C@@]2(N1)C(=O)Nc1ccc(Cl)cc12

Basic Information

ChEMBL ID CHEMBL1082723
Name CIPARGAMIN
Phase Phase II
Structure Type MOL
InChI Key CKLPLPZSUQEDRT-WPCRTTGESA-N

Known Names

Cipargamin Cipargamina Cipargamine KAE-609 Kae609 NITD-609 NITD-609, (+)- NITD609
5
Targets
49
Activities
2
Assay Types
30
PK Parameters
20
Publications
8
Known Names
2
Indications
1
Mechanisms

Molecular Properties

390.2
MW (Da)
4.34
ALogP
2
HBA
3
HBD
56.9
PSA (Ų)
0.53
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C19H14Cl2FN3O
MW 390.24
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.21

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
P-type ATPase inhibitor INHIBITOR P-type ATPase

Indications

Malaria Malaria, Falciparum

Activity Summary

IC50 38 meas. best 9.36
EC50 11 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
IC50 9.36 8.89 0.4 33
Plasmodium falciparum
CHEMBL364
EC50 9.3 9.2591 0.5 11
Toxoplasma gondii
CHEMBL612888
IC50 6.0 6.0 1000.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.27 5.27 5420.0 1
Adenosine receptor A3
CHEMBL256
IC50 5.08 5.08 8300.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.52 4.52 30440.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 9318.93 ng.hr.mL-1 Mus musculus
AUC 54106.78 ng.hr.mL-1 Mus musculus
AUC 23929.52 ng.hr.mL-1 Rattus norvegicus
AUC 204544.3 ng.hr.mL-1 Rattus norvegicus
AUC 9318.93 ng.hr.mL-1 Mus musculus
AUC 54106.78 ng.hr.mL-1 Mus musculus
AUC 23929.52 ng.hr.mL-1 Rattus norvegicus
AUC 204680.88 ng.hr.mL-1 Rattus norvegicus
AUC 36000.0 ng.hr.mL-1 Homo sapiens
AUC 15000.0 ng.hr.mL-1 Homo sapiens
AUC 29400.0 ng.hr.mL-1 Homo sapiens
CL 9.75 mL.min-1.kg-1 Mus musculus
CL 9.75 mL.min-1.kg-1 Mus musculus
CL 3.48 mL.min-1.kg-1 Rattus norvegicus
CL 49.74 mL.min-1.kg-1 Mus musculus
CL 5.8 mL.min-1.kg-1 Rattus norvegicus
CL 22.07 mL.min-1.kg-1 Canis lupus familiaris
CL 6.05 mL.min-1.kg-1 Macaca mulatta
CL 8.67 mL.min-1.kg-1 Homo sapiens
CL 9.8 mL.min-1.kg-1 Mus musculus
CL 8.71 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 9.75 mL.min-1.kg-1 Mus musculus
CL 3.48 mL.min-1.kg-1 Rattus norvegicus
CL 4.2 mL.min-1.kg-1 Rattus norvegicus
CL 3.35 mL.min-1.kg-1 Canis lupus familiaris
Cmax 9170.0 nM Mus musculus
Cmax 11680.0 nM Rattus norvegicus
Cmax 3100.66 nM Rattus norvegicus
Cmax 2224.27 nM Canis lupus familiaris
Cmax 5125.05 nM Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 0.44 nM 9.36 Antimalarial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR gre... 20813948
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum W2 infected in human erythro... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum 7G8 infected in human erythr... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum TM90C2A infected in human er... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum TM91C235 infected in human e... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum D6 infected in human erythro... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum V1/S infected in human eryth... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum K1 infected in human erythro... 31385706
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum 3D7 infected in human erythr... 31385706
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum NF54 after 48 hrs incubation... 20813948
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antimalarial activity against chloroquine, mefloquine and pyrimethamine-resistan... 20813948
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum assessed as [35S]Met/Cys inc... 20813948
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum NF54 33131885
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum NF54 infected in human eryth... 36931118
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antiplasmodial activity against sexual blood stage Plasmodium falciparum assesse... 37236020
Plasmodium falciparum IC50 = 0.5 nM 9.3 Antiplasmodial activity against asexual blood stage Plasmodium falciparum assess... 37236020
Plasmodium falciparum EC50 = 0.5 nM 9.3 Antimalarial activity against Plasmodium falciparum NF54 infected in human eryth... 31385706
Plasmodium falciparum IC50 = 0.6 nM 9.22 Antimalarial activity against chloroquine and pyrimethamine-resistant Plasmodium... 20813948
Plasmodium falciparum IC50 = 0.6 nM 9.22 Antimalarial activity against wild type Plasmodium falciparum Dd2 29665687
Plasmodium falciparum IC50 = 0.6 nM 9.22 Antimalarial activity against Plasmodium falciparum K1 33131885

Literature References

PubMed DOI Target Context # Activities
31385706 10.1021/acs.jmedchem.9b00761 ADMET 40
20813948 10.1126/science.1193225 Plasmodium falciparum 27
20813948 10.1126/science.1193225 Plasmodium berghei 19
31385706 10.1021/acs.jmedchem.9b00761 Plasmodium falciparum 14
31385706 10.1021/acs.jmedchem.9b00761 Plasmodium berghei 12
20813948 10.1126/science.1193225 Mus musculus 10
20813948 10.1126/science.1193225 Rattus norvegicus 9
20813948 10.1126/science.1193225 Unchecked 8
37236020 10.1016/j.bmc.2023.117339 ADMET 6
20813948 10.1126/science.1193225 ADMET 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
20813948 10.1126/science.1193225 Voltage-gated inwardly rectifying potassium channel KCNH2 4
39134060 10.1021/acs.jmedchem.4c01241 Plasmodium falciparum 4
33131885 10.1016/j.ejmech.2020.112955 Plasmodium falciparum 3
31385706 10.1021/acs.jmedchem.9b00761 Plasmodium vivax 3
29665687 10.1021/acs.jmedchem.8b00382 Plasmodium falciparum 3
31525705 10.1016/j.ejmech.2019.05.043 Plasmodium falciparum 3
20813948 10.1126/science.1193225 No relevant target 2
31385706 10.1021/acs.jmedchem.9b00761 Voltage-gated inwardly rectifying potassium channel KCNH2 2
23927720 10.1021/jm400314m Mus musculus 2

Data from ChEMBL 36 via Core Engine