Compound Detail

CHEMBL301247

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O=P(O)(O)C(O)(Cc1c[nH]cn1)P(=O)(O)O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL301247
Phase	Preclinical
Structure Type	MOL
InChI Key	QJYHEVLLGQDDSN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

272.1

MW (Da)

-1.05

ALogP

HBA

HBD

164.0

PSA (Å²)

0.38

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C5H10N2O7P2
MW	272.09
Aromatic Rings	1
Heavy Atoms	16
NP-Likeness	0.15

Activity Summary

IC50 14 meas. best 8.96

Ki 1 meas. best 7.52

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Farnesyl pyrophosphate synthase CHEMBL1782	IC50	8.96	7.3167	1.1	3
Farnesyl pyrophosphate synthase CHEMBL1782	Ki	7.52	7.52	30.0	1
Unchecked CHEMBL612545	IC50	5.11	5.015	7762.5	4
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.07	5.07	8511.4	2
Trypanosoma brucei CHEMBL612849	IC50	5.07	5.07	8600.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.46	4.46	35000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Farnesyl pyrophosphate synthase	IC50	=	1.102	nM	8.96	Negative logarithm of inhibitory concentration against bone resorption	12825934
Farnesyl pyrophosphate synthase	Ki	=	30.0	nM	7.52	Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny...	14613320
Farnesyl pyrophosphate synthase	IC50	=	309.03	nM	6.51	Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ...	14613320
Farnesyl pyrophosphate synthase	IC50	=	330.0	nM	6.48	Inhibitory activity against farnesyl Pyrophosphate Synthase was determined	14613320
Unchecked	IC50	=	7800.0	nM	5.11	Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells...	14711309
Unchecked	IC50	=	7762.47	nM	5.11	pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using i...	14711309
Trypanosoma brucei rhodesiense	IC50	=	8600.0	nM	5.07	In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr...	12086478
Trypanosoma brucei rhodesiense	IC50	=	8511.38	nM	5.07	Predicted pIC50 against Trypomastigotes Brucei rhodesiense.	12086478
Trypanosoma brucei	IC50	=	8600.0	nM	5.07	Inhibition of Trypanosoma rhodesiense (strain STIB900) was determined using bloo...	11300872
Unchecked	IC50	=	12000.0	nM	4.92	Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells...	14711309
Unchecked	IC50	=	12022.64	nM	4.92	pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a...	14711309
Trypanosoma cruzi	IC50	=	35000.0	nM	4.46	Inhibition of Trypanosoma cruzi Amastigotes was determined in Vero cells culture...	11300872

Literature References

PubMed	DOI	Target Context	# Activities
14711309	10.1021/jm0303709	Unchecked	4
17149863	10.1021/jm060492b	Escherichia coli	3
14613320	10.1021/jm0302344	Farnesyl pyrophosphate synthase	3
12086478	10.1021/jm0102809	Trypanosoma brucei rhodesiense	2
12825934	10.1021/jm030054u	Farnesyl pyrophosphate synthase	2
20185316	10.1016/j.bmc.2010.01.068	Entamoeba histolytica	1
20185316	10.1016/j.bmc.2010.01.068	Plasmodium falciparum	1
12014956	10.1021/jm010412y	Geranylgeranyl pyrophosphate synthase	1
12166945	10.1021/jm020819i	Rattus norvegicus	1
11300872	10.1021/jm0002578	Plasmodium falciparum	1
11300872	10.1021/jm0002578	Leishmania donovani	1
11300872	10.1021/jm0002578	Trypanosoma cruzi	1
11300872	10.1021/jm0002578	Trypanosoma brucei	1
14695831	10.1021/jm030084x	KB	1
14695831	10.1021/jm030084x	Plasmodium falciparum	1
14695831	10.1021/jm030084x	Entamoeba histolytica	1
12086478	10.1021/jm0102809	ADMET	1
12086478	10.1021/jm0102809	KB	1

Data from ChEMBL 36 via Core Engine