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

CHEMBL546162

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
OC(CNC1CCCCC1)Cn1c2ccccc2c2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL546162
Phase Preclinical
Structure Type MOL
InChI Key VKKYZYNAWYQWQN-UHFFFAOYSA-N
11
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
4.08
ALogP
3
HBA
2
HBD
37.2
PSA (Ų)
0.74
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 C21H26N2O
MW 322.45
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.47

Activity Summary

IC50 15 meas. best 6.79
EC50 4 meas. best 6.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Plasmodium falciparum
CHEMBL364
 IC50 6.79 6.675 162.0 2
Plasmodium falciparum
CHEMBL364
 EC50 6.7 6.37 197.8 4
L6
CHEMBL614793
 IC50 5.44 5.44 3668.0 1
Plasmodium yoelii
CHEMBL612889
 IC50 5.41 5.41 3920.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.39 5.39 4028.1 1
Trypanosoma brucei brucei
CHEMBL612851
 IC50 5.38 5.38 4148.6 1
Glucose transporter
CHEMBL3431938
 IC50 5.17 5.17 6745.0 1
Hexose transporter 1
CHEMBL4697
 IC50 5.17 5.17 6745.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 5.06 5.06 8720.0 1
Solute carrier family 2, facilitated glucose transporter member 1
CHEMBL2535
 IC50 4.97 4.97 10825.0 1
Unchecked
CHEMBL612545
 IC50 4.86 4.785 13840.0 4
Leishmania infantum
CHEMBL612848
 IC50 4.78 4.78 16594.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Plasmodium falciparum IC50 = 162.0 nM 6.79 Antimalarial activity against Plasmodium falciparum NF54 infected in human eryth... 27312008
Plasmodium falciparum EC50 = 197.8 nM 6.7 NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ... 18579783
Plasmodium falciparum IC50 = 277.9 nM 6.56 MMV: IC50 determined against P. falciparum Dd2-luc strain using a Malaria Sybr G... -
Plasmodium falciparum EC50 = 293.0 nM 6.53 MMV: Inhibition of Plasmodium falciparum 3D7 (EC50). -
Plasmodium falciparum EC50 = 483.0 nM 6.32 NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati... 18579783
Plasmodium falciparum EC50 = 1170.0 nM 5.93 MMV: Inhibition of Plasmodium falciparum K1 (EC50). -
L6 IC50 = 3668.0 nM 5.44 Cytotoxicity against rat L6 cells after 72 hrs by alamar blue assay 27312008
Plasmodium yoelii IC50 = 3920.0 nM 5.41 NOVARTIS: Antimalarial liver stage activity measured as reduction in Plasmodium ... 22096101
Trypanosoma brucei rhodesiense IC50 = 4028.1 nM 5.39 MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro). -
Trypanosoma brucei brucei IC50 = 4148.62 nM 5.38 MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro). -
Glucose transporter IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Hexose transporter 1 IC50 = 6745.0 nM 5.17 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Toxoplasma gondii IC50 = 8720.0 nM 5.06 MMV: A total of 100ul of inoculum was added to each well (parasite/cell ratio, ~... -
Solute carrier family 2, facilitated glucose transporter member 1 IC50 = 10825.0 nM 4.97 ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes... -
Unchecked IC50 = 13840.0 nM 4.86 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Leishmania infantum IC50 = 16594.48 nM 4.78 MMV: Inhibition of Leishmania infantum (MHOM/MA/BE/67) in vitro. -
Unchecked IC50 = 17270.0 nM 4.76 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 17270.0 nM 4.76 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -
Unchecked IC50 = 17300.0 nM 4.76 MMV: Anti-babesial activity assay. Parasite pRBCs at 1% parasitemia were cultiva... -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3301486 Unchecked 8
- 10.6019/CHEMBL3301472 Human immunodeficiency virus 1 7
- 10.6019/CHEMBL3301472 NON-PROTEIN TARGET 6
- 10.6019/CHEMBL3301464 Unchecked 4
- 10.6019/CHEMBL2094260 Mycobacterium tuberculosis 4
- 10.6019/CHEMBL3137381 Onchocerca lienalis 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
- 10.6019/CHEMBL2028040 Plasmodium falciparum 3
- 10.6019/CHEMBL3301546 Saccharomyces cerevisiae 3
- 10.6019/CHEMBL2363022 Schistosoma mansoni 3
22096101 10.1126/science.1211936 Plasmodium yoelii 3
- 10.6019/CHEMBL3301458 Voltage-gated inwardly rectifying potassium channel KCNH2 2
- 10.6019/CHEMBL3433997 Solute carrier family 2, facilitated glucose transporter member 1 2
18579783 10.1073/pnas.0802982105 Plasmodium falciparum 2
- 10.6019/CHEMBL3433997 Hexose transporter 1 2
- 10.6019/CHEMBL3433997 Glucose transporter 2
- 10.6019/CHEMBL3301451 Plasmodium falciparum 2
- 10.6019/CHEMBL2028040 Trypanosoma cruzi 1
27312008 10.1021/acs.jmedchem.6b00591 Plasmodium falciparum 1
- 10.6019/CHEMBL2028040 Trypanosoma brucei brucei 1

Data from ChEMBL 36 via Core Engine