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Compound Detail

CHEMBL227559

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COc1ccc2nc3cc(Cl)ccc3c(NCCCN(C)CCCNc3c4ccc(Cl)cc4nc4ccc(OC)cc34)c2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL227559
Phase Preclinical
Structure Type MOL
InChI Key UPJOSXKZMBUKMA-UHFFFAOYSA-N
8
Targets
12
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

628.6
MW (Da)
8.65
ALogP
7
HBA
2
HBD
71.5
PSA (Ų)
0.10
QED
2
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C35H35Cl2N5O2
MW 628.60
Aromatic Rings 6
Heavy Atoms 44
NP-Likeness -0.61

Activity Summary

EC50 6 meas. best 9.05
IC50 6 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Trypanosoma brucei brucei
CHEMBL612851
 EC50 9.05 9.05 0.9 1
Trypanosoma brucei
CHEMBL612849
 IC50 9.0 9.0 1.0 1
COLO 205
CHEMBL614561
 IC50 6.8 6.8 160.0 1
Entamoeba histolytica
CHEMBL612853
 EC50 6.3 6.3 500.0 1
ADMET
CHEMBL612558
 IC50 6.21 6.185 620.0 2
Plasmodium falciparum
CHEMBL364
 EC50 6.1 6.03 790.0 2
HL-60
CHEMBL383
 IC50 6.0 6.0 1000.0 1
HL-60
CHEMBL383
 EC50 5.93 5.93 1180.0 1
Leishmania major
CHEMBL612879
 EC50 5.22 5.22 6000.0 1
Leishmania major
CHEMBL612879
 IC50 5.22 5.22 6000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Trypanosoma brucei brucei EC50 = 0.9 nM 9.05 Antimicrobial activity against Trypanosoma brucei brucei clone 427-221a after 48... 17371810
Trypanosoma brucei IC50 = 1.0 nM 9.0 Antiprotozoal activity against Trypanosoma brucei clone 427-221a 28886510
COLO 205 IC50 = 160.0 nM 6.8 Cytotoxicity against human COLO205 cells after 72 hrs by MTT assay 17107806
Entamoeba histolytica EC50 = 500.0 nM 6.3 Antimicrobial activity against Entamoeba histolytica HM1 IMSS trophozoites after... 17371810
ADMET IC50 = 620.0 nM 6.21 Cytotoxicity against human HA22T cells after 72 hrs by MTT assay 17107806
ADMET IC50 = 700.0 nM 6.16 Cytotoxicity against SKBR3 cells after 72 hrs by MTT assay 17107806
Plasmodium falciparum EC50 = 790.0 nM 6.1 Antimicrobial activity against chloroquine-sensitive Plasmodium falciparum 3D7 a... 17371810
HL-60 IC50 = 1000.0 nM 6.0 Anticancer activity against human HL-60 cells assessed as cell growth inhibition... 28886510
Plasmodium falciparum EC50 = 1085.0 nM 5.96 Antimicrobial activity against chloroquine-resistant Plasmodium falciparum W2 af... 17371810
HL-60 EC50 = 1180.0 nM 5.93 Cytotoxicity against human HL60 cells 17371810
Leishmania major EC50 = 6000.0 nM 5.22 Antileishmanial activity against Leishmania major MHOM/IL/81/FE/BNI amastigotes ... 17371810
Leishmania major IC50 = 6000.0 nM 5.22 Antiprotozoal activity against Leishmania major amastigotes 28886510

Literature References

PubMed DOI Target Context # Activities
17371810 10.1128/aac.01418-06 Schistosoma mansoni 3
17107806 10.1016/j.bmc.2006.10.054 ADMET 2
17107806 10.1016/j.bmc.2006.10.054 COLO 205 2
17371810 10.1128/aac.01418-06 Plasmodium falciparum 2
17371810 10.1128/aac.01418-06 Trypanosoma brucei brucei 2
17371810 10.1128/aac.01418-06 HL-60 2
17371810 10.1128/aac.01418-06 Unchecked 2
28886510 10.1016/j.ejmech.2017.08.014 Leishmania major 1
28886510 10.1016/j.ejmech.2017.08.014 HL-60 1
28886510 10.1016/j.ejmech.2017.08.014 Trypanosoma brucei 1
17371810 10.1128/aac.01418-06 Leishmania major 1
17371810 10.1128/aac.01418-06 Trichomonas vaginalis 1
17371810 10.1128/aac.01418-06 Entamoeba histolytica 1
17371810 10.1128/aac.01418-06 Leishmania donovani 1
17371810 10.1128/aac.01418-06 Trypanosoma cruzi 1
17107806 10.1016/j.bmc.2006.10.054 Mus musculus 1
17107806 10.1016/j.bmc.2006.10.054 Nucleic Acid 1
17107806 10.1016/j.bmc.2006.10.054 MOLT-4 1

Data from ChEMBL 36 via Core Engine