Compound Detail

CHEMBL403651

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c1ccc2[nH]c(-c3ccc(OCCCCCOc4ccc(-c5nc6ccccc6[nH]5)cc4)cc3)nc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL403651
Phase	Preclinical
Structure Type	MOL
InChI Key	FVYHAXWUPTYOAP-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

488.6

MW (Da)

7.40

ALogP

HBA

HBD

75.8

PSA (Å²)

0.20

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C31H28N4O2
MW	488.59
Aromatic Rings	6
Heavy Atoms	37
NP-Likeness	-0.52

Activity Summary

IC50 16 meas. best 6.57

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmodium falciparum CHEMBL364	IC50	6.57	6.57	270.0	1
Entamoeba histolytica CHEMBL612853	IC50	6.36	5.5	436.0	2
Leishmania donovani CHEMBL367	IC50	6.1	5.975	800.0	2
Giardia intestinalis CHEMBL612652	IC50	6.09	5.915	820.0	2
ADMET CHEMBL612558	IC50	6.01	6.01	980.0	1
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.99	5.99	1020.0	1
Leishmania mexicana CHEMBL612880	IC50	5.97	5.97	1065.0	1
Trypanosoma cruzi CHEMBL368	IC50	5.62	5.62	2420.0	1
Trichomonas vaginalis CHEMBL612884	IC50	5.5	5.5	3176.0	1
L6 CHEMBL614793	IC50	5.17	5.17	6820.0	1
Vero CHEMBL391	IC50	4.54	4.54	28700.0	1
Pneumocystis carinii CHEMBL613064	IC50	4.27	4.27	54100.0	1
Plasmodium berghei CHEMBL612653	IC50	4.0	4.0	100000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmodium falciparum	IC50	=	270.0	nM	6.57	Antiplasmodial activity against chloroquine and pyrimethamine-resistant Plasmodi...	22061825
Entamoeba histolytica	IC50	=	436.0	nM	6.36	Antiprotozoal activity against Entamoeba histolytica	18486471
Leishmania donovani	IC50	=	800.0	nM	6.1	Antileishmanial activity against Leishmania donovani MHOM-ET-67/L82 after 72 hrs...	22061825
Giardia intestinalis	IC50	=	820.0	nM	6.09	Antiprotozoal activity against Giardia intestinalis G1 after 70 hrs by resazurin...	22061825
ADMET	IC50	=	980.0	nM	6.01	Cytotoxicity against mouse 3T6 cells after 72 hrs by MTT assay	22424148
Trypanosoma brucei rhodesiense	IC50	=	1020.0	nM	5.99	Antitrypanosomal activity against bloodstream form of Trypanosoma brucei rhodesi...	22061825
Leishmania mexicana	IC50	=	1065.0	nM	5.97	Antiprotozoal activity against Leishmania mexicana	18486471
Leishmania donovani	IC50	=	1400.0	nM	5.85	Antileishmanial activity against Leishmania donovani by Alamar blue assay	18367395
Giardia intestinalis	IC50	=	1838.0	nM	5.74	Antiprotozoal activity against Giardia lamblia	18486471
Trypanosoma cruzi	IC50	=	2420.0	nM	5.62	Antitrypanosomal activity against trypomastigote form of Trypanosoma cruzi Tulah...	22061825
Trichomonas vaginalis	IC50	=	3176.0	nM	5.5	Antiprotozoal activity against Trichomonas vaginalis	18486471
L6	IC50	=	6820.0	nM	5.17	Cytotoxicity against rat L6 cells after 72 hrs by resazurin-based spectrophotome...	22061825
Entamoeba histolytica	IC50	=	22720.0	nM	4.64	Antiprotozoal activity against Entamoeba histolytica Hk-9 trophozoites after 70 ...	22061825
Vero	IC50	=	28700.0	nM	4.54	Cytotoxicity against african green monkey Vero cells by neutral red assay	18367395
Pneumocystis carinii	IC50	=	54100.0	nM	4.27	Antileishmanial activity against Pneumocystis carinii	18367395
Plasmodium berghei	IC50	=	100000.0	nM	4.0	Antiprotozoal activity against Plasmodium berghei	18486471

Literature References

PubMed	DOI	Target Context	# Activities
18367395	10.1016/j.bmcl.2008.03.020	Leishmania donovani	2
22424148	10.1021/jm201645r	Unchecked	2
18486471	10.1016/j.bmcl.2008.05.009	Plasmodium berghei	2
22424148	10.1021/jm201645r	ADMET	1
18367395	10.1016/j.bmcl.2008.03.020	Trypanosoma brucei rhodesiense	1
22424148	10.1021/jm201645r	Dihydrofolate reductase	1
22061825	10.1016/j.bmc.2011.10.039	Unchecked	1
22061825	10.1016/j.bmc.2011.10.039	ADMET	1
22061825	10.1016/j.bmc.2011.10.039	Plasmodium falciparum	1
22061825	10.1016/j.bmc.2011.10.039	Leishmania donovani	1
22061825	10.1016/j.bmc.2011.10.039	Trypanosoma cruzi	1
22061825	10.1016/j.bmc.2011.10.039	Trypanosoma brucei rhodesiense	1
22061825	10.1016/j.bmc.2011.10.039	Entamoeba histolytica	1
22061825	10.1016/j.bmc.2011.10.039	Giardia intestinalis	1
22061825	10.1016/j.bmc.2011.10.039	L6	1
18486471	10.1016/j.bmcl.2008.05.009	Leishmania mexicana	1
18486471	10.1016/j.bmcl.2008.05.009	Entamoeba histolytica	1
18486471	10.1016/j.bmcl.2008.05.009	Giardia intestinalis	1
18486471	10.1016/j.bmcl.2008.05.009	Trichomonas vaginalis	1
18367395	10.1016/j.bmcl.2008.03.020	Pneumocystis carinii	1

Data from ChEMBL 36 via Core Engine