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

CHEMBL280180

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
c1ccc(COc2ccc(CNCCCCNCc3ccc(OCc4ccccc4)cc3)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL280180
Phase Preclinical
Structure Type MOL
InChI Key OIGMSHNEWLKOIC-UHFFFAOYSA-N
7
Targets
9
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

480.6
MW (Da)
6.50
ALogP
4
HBA
2
HBD
42.5
PSA (Ų)
0.19
QED
1
Ro5 Violations
15
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C32H36N2O2
MW 480.65
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -0.41

Activity Summary

IC50 9 meas. best 7.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Leishmania donovani
CHEMBL367
 IC50 7.51 7.51 31.0 1
Trypanosoma brucei
CHEMBL612849
 IC50 7.01 7.01 97.0 1
Trypanosoma cruzi
CHEMBL368
 IC50 6.12 6.12 760.0 1
PC-3
CHEMBL390
 IC50 5.8 5.8 1600.0 1
MDA-MB-231
CHEMBL400
 IC50 5.77 5.77 1700.0 1
Plasmodium falciparum
CHEMBL364
 IC50 5.68 5.595 2080.0 2
Vero
CHEMBL391
 IC50 5.23 5.23 5830.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Leishmania donovani IC50 = 31.0 nM 7.51 Antileishmanial activity against Leishmania donovani S1 promastigotes after 72 h... 22248858
Trypanosoma brucei IC50 = 97.0 nM 7.01 Antitrypanosomal activity against Trypanosoma brucei MITat 427 clone 221a trypom... 22248858
Trypanosoma cruzi IC50 = 760.0 nM 6.12 Antitrypanosomal activity against Trypanosoma cruzi clone CL-Brener epimastigote... 22248858
PC-3 IC50 = 1600.0 nM 5.8 Inhibition of human prostate cancer cell line PC-3 growth 11965367
MDA-MB-231 IC50 = 1700.0 nM 5.77 Inhibition of human breast cancer cell line MDA-MB-231 growth 11965367
Plasmodium falciparum IC50 = 2080.0 nM 5.68 Antimalarial activity against chloroquine-sensitive Plasmodium falciparum D6 aft... 29223887
Plasmodium falciparum IC50 = 3120.0 nM 5.51 Antimalarial activity against chloroquine-resistant Plasmodium falciparum W2 aft... 29223887
Vero IC50 = 5830.0 nM 5.23 Cytotoxicity against african green monkey Vero cells after 48 hrs by neutral red... 22248858
Vero IC50 = 5830.0 nM 5.23 Cytotoxicity against African green monkey Vero cells assessed as reduction in ce... 29223887

Literature References

PubMed DOI Target Context # Activities
22248858 10.1016/j.bmcl.2011.12.101 ADMET 3
29223887 10.1016/j.ejmech.2017.11.069 Plasmodium falciparum 2
29223887 10.1016/j.ejmech.2017.11.069 Unchecked 2
11965367 10.1016/s0960-894x(02)00156-7 MDA-MB-231 1
11965367 10.1016/s0960-894x(02)00156-7 PC-3 1
22248858 10.1016/j.bmcl.2011.12.101 Trypanosoma cruzi 1
22248858 10.1016/j.bmcl.2011.12.101 Trypanosoma brucei 1
22248858 10.1016/j.bmcl.2011.12.101 Leishmania donovani 1
22248858 10.1016/j.bmcl.2011.12.101 Vero 1
29223887 10.1016/j.ejmech.2017.11.069 Toxoplasma gondii 1
29223887 10.1016/j.ejmech.2017.11.069 Vero 1

Data from ChEMBL 36 via Core Engine