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

CHEMBL404523

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
C[n+]1c2ccccc2c(NCCCN2CCCCC2)c2[nH]c3ccccc3c21.[Cl-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL404523
Phase Preclinical
Structure Type MOL
InChI Key IUGDDBKQBHLLCH-UHFFFAOYSA-N
Parent Compound CHEMBL1185280
Active Moiety CHEMBL1185280
7
Targets
12
Activities
1
Assay Types
2
PK Parameters
15
Publications
0
Known Names

Molecular Properties

373.5
MW (Da)
4.59
ALogP
2
HBA
2
HBD
34.9
PSA (Ų)
0.40
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H29ClN4
MW 408.98
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -0.27

Activity Summary

IC50 12 meas. best 7.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 7.64 7.508 23.0 5
Trypanosoma brucei brucei
CHEMBL612851
 IC50 7.22 7.22 60.0 1
HUVEC
CHEMBL613979
 IC50 5.93 5.93 1161.0 1
Vero
CHEMBL391
 IC50 5.7 5.2 2000.0 2
Rhodesain
CHEMBL4188
 IC50 5.3 5.3 5000.0 1
Unchecked
CHEMBL612545
 IC50 4.96 4.96 11000.0 1
Cathepsin B-like cysteine protease
CHEMBL5832
 IC50 4.22 4.22 60000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 0.161 10'6/M -
Ka 5.3 10'6/M -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 23.0 nM 7.64 Antiplasmodial activity against chloroquine-sensitive ring stage Plasmodium falc... 21207937
Plasmodium falciparum IC50 = 28.0 nM 7.55 Antiplasmodial activity against chloroquine and pyrimethamine-resistant ring sta... 21207937
Plasmodium falciparum IC50 = 34.0 nM 7.47 Antiplasmodial activity against chloroquine-sensitive, mefloquine-resistant ring... 21207937
Plasmodium falciparum IC50 = 36.0 nM 7.44 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 18207399
Plasmodium falciparum IC50 = 36.0 nM 7.44 Antiplasmodial activity against chloroquine-resistant ring stage Plasmodium falc... 21207937
Trypanosoma brucei brucei IC50 = 60.0 nM 7.22 Antitrypanosomal activity against Trypanosoma brucei brucei 22926067
HUVEC IC50 = 1161.0 nM 5.93 Cytotoxicity against HUVEC cells 18207399
Vero IC50 = 2000.0 nM 5.7 Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay 20952194
Rhodesain IC50 = 5000.0 nM 5.3 Inhibition of Trypanosoma brucei rhodesiense rhodesain 22926067
Unchecked IC50 = 11000.0 nM 4.96 Inhibition of Trypanosoma cruzi cruzaine 22926067
Vero IC50 = 20000.0 nM 4.7 Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay 21207937
Cathepsin B-like cysteine protease IC50 = 60000.0 nM 4.22 Inhibition of Trypanosoma brucei CatB 22926067

Literature References

PubMed DOI Target Context # Activities
21207937 10.1021/jm101383f Plasmodium falciparum 5
21207937 10.1021/jm101383f Unchecked 3
22926067 10.1016/j.bmcl.2012.07.104 Unchecked 2
18207399 10.1016/j.bmcl.2008.01.015 Plasmodium falciparum 1
18207399 10.1016/j.bmcl.2008.01.015 HUVEC 1
18207399 10.1016/j.bmcl.2008.01.015 Unchecked 1
20952194 10.1016/j.bmcl.2010.09.110 Vero 1
20952194 10.1016/j.bmcl.2010.09.110 No relevant target 1
21207937 10.1021/jm101383f Vero 1
21207937 10.1021/jm101383f Heme 1
21207937 10.1021/jm101383f Nucleic Acid 1
22926067 10.1016/j.bmcl.2012.07.104 Rhodesain 1
22926067 10.1016/j.bmcl.2012.07.104 Cathepsin B-like cysteine protease 1
22926067 10.1016/j.bmcl.2012.07.104 Trypanosoma brucei brucei 1
22926067 10.1016/j.bmcl.2012.07.104 Vero 1

Data from ChEMBL 36 via Core Engine