Compound Detail

CHEMBL291727

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O=P(O)(O)C(Nc1nccc2ccccc12)P(=O)(O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL291727
Phase	Preclinical
Structure Type	MOL
InChI Key	JPVMIOWESIQIGB-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

318.2

MW (Da)

1.29

ALogP

HBA

HBD

140.0

PSA (Å²)

0.53

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

IC50 11 meas. best 6.37

Ki 3 meas. best 7.39

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Farnesyl pyrophosphate synthase CHEMBL1782	Ki	7.39	7.39	41.0	1
Farnesyl pyrophosphate synthase CHEMBL1782	IC50	6.37	6.37	426.6	2
Farnesyl pyrophosphate synthase CHEMBL3693	IC50	6.37	6.37	430.0	1
1-deoxy-D-xylulose 5-phosphate reductoisomerase CHEMBL4091	IC50	5.4	5.4	4000.0	2
Unchecked CHEMBL612545	IC50	5.4	5.4	4000.0	2
Unchecked CHEMBL612545	Ki	5.2	5.2	6300.0	1
HFF CHEMBL614071	IC50	4.68	4.68	20890.0	1
1-deoxy-D-xylulose 5-phosphate reductoisomerase CHEMBL5630	Ki	4.49	4.49	32700.0	1
Plasmodium falciparum CHEMBL364	IC50	4.3	4.3	50000.0	2

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Farnesyl pyrophosphate synthase	Ki	=	41.0	nM	7.39	Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny...	14613320
Farnesyl pyrophosphate synthase	IC50	=	430.0	nM	6.37	Inhibitory activity against Leishmania major Farnesyl diphosphate synthase	14695831
Farnesyl pyrophosphate synthase	IC50	=	430.0	nM	6.37	Inhibitory activity against farnesyl Pyrophosphate Synthase was determined	14613320
Farnesyl pyrophosphate synthase	IC50	=	426.58	nM	6.37	Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ...	14613320
Unchecked	IC50	=	4000.0	nM	5.4	Inhibition of Escherichia coli M15 DXR	19888756
1-deoxy-D-xylulose 5-phosphate reductoisomerase	IC50	=	4000.0	nM	5.4	Inhibition of Escherichia coli DXR	21379374
Unchecked	IC50	=	4000.0	nM	5.4	Inhibition of DXR	21561155
1-deoxy-D-xylulose 5-phosphate reductoisomerase	IC50	=	4000.0	nM	5.4	Inhibition of Escherichia coli DXR	33303239
Unchecked	Ki	=	6300.0	nM	5.2	Inhibition of Escherichia coli recombinant DXR using DXP as substrate and MgCl2 ...	21561155
HFF	IC50	=	20890.0	nM	4.68	In vitro inhibitory concentration against the growth of Toxoplasma gondii in hum...	15857119
1-deoxy-D-xylulose 5-phosphate reductoisomerase	Ki	=	32700.0	nM	4.49	Inhibition of Mycobacterium tuberculosis recombinant DXR expressed in Escherichi...	21561155
Plasmodium falciparum	IC50	=	50400.0	nM	4.3	In vitro growth inhibition against Plasmodium falciparum	14695831
Plasmodium falciparum	IC50	=	50000.0	nM	4.3	Antimicrobial activity against Plasmodium falciparum	20185316

PubMed	DOI	Target Context	# Activities
14613320	10.1021/jm0302344	Farnesyl pyrophosphate synthase	3
21561155	10.1021/jm200363d	Unchecked	2
14695831	10.1021/jm030084x	Entamoeba histolytica	1
14695831	10.1021/jm030084x	Plasmodium falciparum	1
14695831	10.1021/jm030084x	KB	1
14695831	10.1021/jm030084x	ADMET	1
14695831	10.1021/jm030084x	Farnesyl pyrophosphate synthase	1
15857119	10.1021/jm040132t	HFF	1
15857119	10.1021/jm040132t	KB	1
15857119	10.1021/jm040132t	ADMET	1
19888756	10.1021/jm9012592	Unchecked	1
20185316	10.1016/j.bmc.2010.01.068	Plasmodium falciparum	1
20185316	10.1016/j.bmc.2010.01.068	Entamoeba histolytica	1
21379374	10.1021/ml100243r	1-deoxy-D-xylulose 5-phosphate reductoisomerase	1
21561155	10.1021/jm200363d	1-deoxy-D-xylulose 5-phosphate reductoisomerase	1
33303239	10.1016/j.ejmech.2020.113055	1-deoxy-D-xylulose 5-phosphate reductoisomerase	1

Data from ChEMBL 36 via Core Engine