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

CHEMBL404321

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(NC2CCNCC2)c2[nH]c3ccccc3c21.[Cl-]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL404321
Phase Preclinical
Structure Type MOL
InChI Key GRLHUXVTIXQJHW-UHFFFAOYSA-N
Parent Compound CHEMBL1185275
Active Moiety CHEMBL1185275
7
Targets
14
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

331.4
MW (Da)
3.46
ALogP
2
HBA
3
HBD
43.7
PSA (Ų)
0.49
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23ClN4
MW 366.90
Aromatic Rings 4
Heavy Atoms 25
NP-Likeness 0.22

Activity Summary

IC50 14 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
 IC50 8.0 8.0 10.0 1
Plasmodium falciparum
CHEMBL364
 IC50 7.64 7.362 23.0 5
Rhodesain
CHEMBL4188
 IC50 5.7 5.7 2000.0 1
HUVEC
CHEMBL613979
 IC50 5.69 5.69 2042.0 1
Unchecked
CHEMBL612545
 IC50 5.52 5.27 3000.0 3
Vero
CHEMBL391
 IC50 5.0 4.605 10000.0 2
Cathepsin B-like cysteine protease
CHEMBL5832
 IC50 4.37 4.37 43000.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 0.154 10'6/M -
Ka 0.74 10'6/M -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei brucei IC50 = 10.0 nM 8.0 Antitrypanosomal activity against Trypanosoma brucei brucei 22926067
Plasmodium falciparum IC50 = 23.0 nM 7.64 Antiplasmodial activity against chloroquine-sensitive ring stage Plasmodium falc... 21207937
Plasmodium falciparum IC50 = 44.0 nM 7.36 Antiplasmodial activity against chloroquine-resistant Plasmodium falciparum W2 18207399
Plasmodium falciparum IC50 = 44.0 nM 7.36 Antiplasmodial activity against chloroquine-resistant ring stage Plasmodium falc... 21207937
Plasmodium falciparum IC50 = 59.0 nM 7.23 Antiplasmodial activity against chloroquine-sensitive, mefloquine-resistant ring... 21207937
Plasmodium falciparum IC50 = 60.0 nM 7.22 Antiplasmodial activity against chloroquine and pyrimethamine-resistant ring sta... 21207937
Rhodesain IC50 = 2000.0 nM 5.7 Inhibition of Trypanosoma brucei rhodesiense rhodesain 22926067
HUVEC IC50 = 2042.0 nM 5.69 Cytotoxicity against HUVEC cells 18207399
Unchecked IC50 = 3000.0 nM 5.52 Inhibition of Trypanosoma cruzi cruzaine 22926067
Unchecked IC50 = 6390.0 nM 5.19 Inhibition of Plasmodium falciparum falcipain 2 21207937
Unchecked IC50 = 7900.0 nM 5.1 Inhibition of Plasmodium falciparum falcipain 3 21207937
Vero IC50 = 10000.0 nM 5.0 Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay 20952194
Cathepsin B-like cysteine protease IC50 = 43000.0 nM 4.37 Inhibition of Trypanosoma brucei CatB 22926067
Vero IC50 = 62000.0 nM 4.21 Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay 21207937

Literature References

PubMed DOI Target Context # Activities
20952194 10.1016/j.bmcl.2010.09.110 NON-PROTEIN TARGET 6
21207937 10.1021/jm101383f Plasmodium falciparum 5
21207937 10.1021/jm101383f Unchecked 4
20952194 10.1016/j.bmcl.2010.09.110 COLO 205 3
20952194 10.1016/j.bmcl.2010.09.110 NCI-H522 3
20952194 10.1016/j.bmcl.2010.09.110 NCI-H460 3
20952194 10.1016/j.bmcl.2010.09.110 NCI-H322M 3
20952194 10.1016/j.bmcl.2010.09.110 NCI-H23 3
20952194 10.1016/j.bmcl.2010.09.110 NCI-H226 3
20952194 10.1016/j.bmcl.2010.09.110 HOP-92 3
20952194 10.1016/j.bmcl.2010.09.110 HOP-62 3
20952194 10.1016/j.bmcl.2010.09.110 EKVX 3
20952194 10.1016/j.bmcl.2010.09.110 A549 3
20952194 10.1016/j.bmcl.2010.09.110 SR 3
20952194 10.1016/j.bmcl.2010.09.110 MOLT-4 3
20952194 10.1016/j.bmcl.2010.09.110 HL-60(TB) 3
20952194 10.1016/j.bmcl.2010.09.110 CCRF-CEM 3
20952194 10.1016/j.bmcl.2010.09.110 HCC 2998 3
20952194 10.1016/j.bmcl.2010.09.110 HCT-116 3
20952194 10.1016/j.bmcl.2010.09.110 HT-29 3

Data from ChEMBL 36 via Core Engine