Compound Detail

CHEMBL231522

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Cc1cccc(C)c1OCC(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC(C)(C)[C@H]1C(=O)N[C@H]1c2ccccc2C[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL231522
Phase	Preclinical
Structure Type	MOL
InChI Key	KKTYZYHUPKXLPL-RIQJEONASA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

631.8

MW (Da)

3.23

ALogP

HBA

HBD

128.2

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 5 meas. best 7.82

Ki 5 meas. best 9.3

EC50 3 meas. best 5.3

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Plasmepsin II CHEMBL4414	Ki	9.3	9.3	0.5	4
Cathepsin D CHEMBL2581	Ki	8.7	8.7	2.0	1
Unchecked CHEMBL612545	IC50	7.82	7.82	15.0	1
Plasmepsin II CHEMBL4414	IC50	7.41	7.41	39.0	1
Plasmepsin I CHEMBL4687	IC50	6.55	6.55	280.0	1
Plasmepsin III CHEMBL6075	IC50	6.16	6.16	690.0	1
Plasmodium falciparum CHEMBL364	EC50	5.3	5.2133	5000.0	3
Plasmodium falciparum CHEMBL364	IC50	5.17	5.17	6800.0	1

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Plasmepsin II	Ki	=	0.5	nM	9.3	Inhibition of Plasmodium falciparum plasmepsin-2	17400453
Plasmepsin II	Ki	=	0.5	nM	9.3	Inhibition of Plasmodium falciparum plasmepsin-2	18952439
Plasmepsin II	Ki	=	0.5	nM	9.3	Inhibition of Plasmodium falciparum plasmepsin-2 expressed in Escherichia coli B...	19635672
Plasmepsin II	Ki	=	0.5	nM	9.3	Inhibition of Plasmodium falciparum plasmepsin-2	20634066
Cathepsin D	Ki	=	2.0	nM	8.7	Inhibition of human liver cathepsin D	19635672
Unchecked	IC50	=	15.0	nM	7.82	Inhibition of Plasmodium falciparum plasmepsin-4	19635672
Plasmepsin II	IC50	=	39.0	nM	7.41	Inhibition of Plasmodium falciparum plasmepsin-2	19635672
Plasmepsin I	IC50	=	280.0	nM	6.55	Inhibition of Plasmodium falciparum plasmepsin-1	19635672
Plasmepsin III	IC50	=	690.0	nM	6.16	Inhibition of Plasmodium falciparum histo-aspartyl protease	19635672
Plasmodium falciparum	EC50	=	5000.0	nM	5.3	Antiplasmodial activity against Plasmodium falciparum D6 infected in human eryth...	20634066
Plasmodium falciparum	EC50	=	6800.0	nM	5.17	Antimicrobial activity against Plasmodium falciparum in erythrocytes	17400453
Plasmodium falciparum	EC50	=	6800.0	nM	5.17	Antimalarial activity against chloroquine-sensitive Plasmodium falciparum NF54 i...	18952439
Plasmodium falciparum	IC50	=	6800.0	nM	5.17	Antiplasmodial activity against Plasmodium falciparum infected in erythrocyte cu...	19635672

PubMed	DOI	Target Context	# Activities
19635672	10.1016/j.bmc.2009.06.065	Plasmepsin II	2
19635672	10.1016/j.bmc.2009.06.065	Unchecked	2
17400453	10.1016/j.bmcl.2007.03.052	Plasmepsin II	1
17400453	10.1016/j.bmcl.2007.03.052	Plasmodium falciparum	1
18952439	10.1016/j.bmc.2008.10.011	Protease	1
18952439	10.1016/j.bmc.2008.10.011	Plasmepsin II	1
18952439	10.1016/j.bmc.2008.10.011	Plasmodium falciparum	1
19635672	10.1016/j.bmc.2009.06.065	Cathepsin D	1
19635672	10.1016/j.bmc.2009.06.065	Plasmodium falciparum	1
19635672	10.1016/j.bmc.2009.06.065	Plasmepsin I	1
19635672	10.1016/j.bmc.2009.06.065	Plasmepsin III	1
20634066	10.1016/j.bmcl.2010.06.099	Plasmepsin II	1
20634066	10.1016/j.bmcl.2010.06.099	Plasmodium falciparum	1

Data from ChEMBL 36 via Core Engine