Compound Detail

CHEMBL238442

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c1ccc(Oc2ccc(-c3cc(N4CCNCC4)[nH]n3)cc2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL238442
Phase	Preclinical
Structure Type	MOL
InChI Key	JBAGAKSCBHZIIC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

320.4

MW (Da)

3.28

ALogP

HBA

HBD

53.2

PSA (Å²)

0.77

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H20N4O
MW	320.40
Aromatic Rings	3
Heavy Atoms	24
NP-Likeness	-1.00

Activity Summary

IC50 14 meas. best 6.01

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Trypanosoma brucei CHEMBL612849	IC50	6.01	6.005	970.0	2
Trypanosoma brucei brucei CHEMBL612851	IC50	6.0	5.6433	990.0	3
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.96	5.645	1100.0	2
Leishmania infantum CHEMBL612848	IC50	5.39	5.39	4060.0	1
Trypanosoma cruzi CHEMBL368	IC50	5.35	5.185	4480.0	2
Plasmodium falciparum CHEMBL364	IC50	5.18	5.18	6600.0	1
HeLa CHEMBL399	IC50	4.96	4.96	11000.0	1
L6 CHEMBL614793	IC50	4.75	4.75	18000.0	1
Leishmania donovani CHEMBL367	IC50	4.59	4.59	25800.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Trypanosoma brucei	IC50	=	970.0	nM	6.01	AntiTrypanosoma brucei activity T. b. rhodesiense IC50 (uM)	-
Trypanosoma brucei	IC50	=	990.0	nM	6.0	AntiTrypanosoma brucei activity T. b. brucei IC50 (uM)	-
Trypanosoma brucei brucei	IC50	=	990.0	nM	6.0	Antitrypanosomal activity against Trypanosoma brucei brucei by pathogen box scre...	30647879
Trypanosoma brucei rhodesiense	IC50	=	1100.0	nM	5.96	Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 in blood	17949068
Trypanosoma brucei brucei	IC50	=	2300.0	nM	5.64	Antitrypanosomal activity against Trypanosoma brucei brucei 427 bloodstream form...	30647879
Leishmania infantum	IC50	=	4060.0	nM	5.39	AntiLeishmania activity L. infantum (macrophages) IC50 (uM)	-
Trypanosoma cruzi	IC50	=	4480.0	nM	5.35	AntiTrypanosoma cruzi activity IC50 (uM)	-
Trypanosoma brucei rhodesiense	IC50	=	4700.0	nM	5.33	Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 in procycl...	17949068
Trypanosoma brucei brucei	IC50	=	5100.0	nM	5.29	Antitrypanosomal activity against Trypanosoma brucei brucei 427 bloodstream form...	30647879
Plasmodium falciparum	IC50	=	6600.0	nM	5.18	Antiparasitic activity against chloroquine, pyrimethamine-resistant Plasmodium f...	17949068
Trypanosoma cruzi	IC50	=	9500.0	nM	5.02	Antiparasitic activity against Trypanosoma cruzi Tulahuen T4 in amastigotes stag...	17949068
HeLa	IC50	=	11000.0	nM	4.96	Cytotoxicity against human HeLa cells assessed as reduction in cell viability af...	30647879
L6	IC50	=	18000.0	nM	4.75	Cytotoxicity against rat L6 cells	17949068
Leishmania donovani	IC50	=	25800.0	nM	4.59	Antiparasitic activity against Leishmania donovani MHOM-ET-67/L82 in amastigotes...	17949068

Literature References

PubMed	DOI	Target Context	# Activities
30647879	10.1039/C8MD00319J	Trypanosoma brucei brucei	4
17949068	10.1021/jm700938n	Trypanosoma brucei rhodesiense	2
-	10.6019/CHEMBL3832761	Trypanosoma brucei	2
17949068	10.1021/jm700938n	Trypanosoma cruzi	1
17949068	10.1021/jm700938n	Leishmania donovani	1
17949068	10.1021/jm700938n	Plasmodium falciparum	1
17949068	10.1021/jm700938n	L6	1
-	10.6019/CHEMBL3832761	MRC5	1
-	10.6019/CHEMBL3832761	NON-PROTEIN TARGET	1
-	10.6019/CHEMBL3832761	Trypanosoma cruzi	1
-	10.6019/CHEMBL3832761	Leishmania infantum	1
-	10.6019/CHEMBL3832761	HepG2	1
-	10.6019/CHEMBL3987221	Ferrochelatase, mitochondrial	1
-	10.6019/CHEMBL3987221	Porphobilinogen deaminase	1
30647879	10.1039/C8MD00319J	HeLa	1
-	10.6019/CHEMBL4513101	Naegleria gruberi	1

Data from ChEMBL 36 via Core Engine