Compound Detail

CHEMBL582666

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c1ccc2cc3c(Nc4ccc(N5CCOCC5)cc4)ccnc3cc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL582666
Phase	Preclinical
Structure Type	MOL
InChI Key	BFLBDFBTHQVGNL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

355.4

MW (Da)

4.97

ALogP

HBA

HBD

37.4

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 8 meas. best 6.48

EC50 4 meas. best 7.08

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	EC50	7.08	6.535	83.9	4
Trypanosoma brucei brucei CHEMBL612851	IC50	6.48	6.48	331.8	1
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	6.46	6.46	346.4	1
Trypanosoma cruzi CHEMBL368	IC50	5.89	5.89	1288.0	1
Plasmodium falciparum CHEMBL364	IC50	5.84	5.84	1440.0	1
Glucose transporter CHEMBL3431938	IC50	5.17	5.17	6745.0	1
Hexose transporter 1 CHEMBL4697	IC50	5.17	5.17	6745.0	1
Solute carrier family 2, facilitated glucose transporter member 1 CHEMBL2535	IC50	5.11	5.11	7694.0	1
Entamoeba histolytica CHEMBL612853	IC50	4.81	4.81	15580.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	EC50	=	83.9	nM	7.08	NOVARTIS: Inhibition of Plasmodium falciparum W2 (drug-resistant) proliferation ...	18579783
Plasmodium falciparum	EC50	=	251.0	nM	6.6	MMV: Inhibition of Plasmodium falciparum 3D7 (EC50).	-
Trypanosoma brucei brucei	IC50	=	331.81	nM	6.48	MMV: Inhibition of Trypanosoma brucei brucei (Squib 427) (HAT in vitro).	-
Trypanosoma brucei rhodesiense	IC50	=	346.42	nM	6.46	MMV: Inhibition of Trypanosoma brucei rhodesiense (STIB 900) (HAT in vitro).	-
Plasmodium falciparum	EC50	=	516.0	nM	6.29	MMV: Inhibition of Plasmodium falciparum K1 (EC50).	-
Plasmodium falciparum	EC50	=	672.0	nM	6.17	NOVARTIS: Inhibition of Plasmodium falciparum 3D7 (drug-susceptible) proliferati...	18579783
Trypanosoma cruzi	IC50	=	1287.95	nM	5.89	MMV: Inhibition of Trypanosoma cruzi (Tulahuen C4 LacZ) (Chagas in vitro).	-
Plasmodium falciparum	IC50	=	1440.0	nM	5.84	MMV: 3H-Hyoxanthine uptake assay; RPMI 1640 (Invitrogen cat#11875-093) with Sodi...	-
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...	-
Solute carrier family 2, facilitated glucose transporter member 1	IC50	=	7694.0	nM	5.11	ST_JUDE_LEISH: Cytotoxicity against transgenic Leishmania Mexicana promastigotes...	-
Entamoeba histolytica	IC50	=	15580.0	nM	4.81	MMV: Primary screening was performed with each compound at a 30 uM final concent...	-

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/CHEMBL3301550	Plasmodium falciparum	4
-	10.6019/CHEMBL3137381	Onchocerca lienalis	4
-	10.6019/CHEMBL2028040	Plasmodium falciparum	3
-	10.6019/CHEMBL3301546	Saccharomyces cerevisiae	3
-	10.6019/CHEMBL2363022	Schistosoma mansoni	3
-	10.6019/CHEMBL2094260	Mycobacterium tuberculosis	2
-	10.6019/CHEMBL3301458	Voltage-gated inwardly rectifying potassium channel KCNH2	2
-	10.6019/CHEMBL3301451	Plasmodium falciparum	2
18579783	10.1073/pnas.0802982105	Plasmodium falciparum	2
-	10.6019/CHEMBL3433997	Hexose transporter 1	1
-	10.6019/CHEMBL2448809	Plasmodium falciparum	1
-	10.6019/CHEMBL3137356	Cryptosporidium parvum	1
-	10.6019/CHEMBL2028040	Trypanosoma brucei rhodesiense	1
-	10.6019/CHEMBL2028040	Trypanosoma cruzi	1
-	10.6019/CHEMBL2028040	MRC5	1
-	10.6019/CHEMBL2028040	Leishmania infantum	1
22096101	10.1126/science.1211936	Plasmodium yoelii	1

Data from ChEMBL 36 via Core Engine