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Compound Detail

CHEMBL55140

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Cc1cccnc1NC(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL55140
Phase Preclinical
Structure Type MOL
InChI Key NAIJOBGUXRHQJW-UHFFFAOYSA-N
9
Targets
31
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

282.1
MW (Da)
0.44
ALogP
4
HBA
5
HBD
140.0
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C7H12N2O6P2
MW 282.13
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.61

Activity Summary

IC50 27 meas. best 8.21
Ki 4 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 8.96 8.28 1.1 3
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 8.21 7.31 6.2 4
Farnesyl pyrophosphate synthase
CHEMBL2150832
 Ki 7.96 7.96 11.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 6.95 6.95 112.0 2
Unchecked
CHEMBL612545
 IC50 6.64 5.598 230.0 5
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.16 6.1567 700.0 3
Trypanosoma brucei
CHEMBL612849
 IC50 6.16 6.16 700.0 2
Dictyostelium discoideum
CHEMBL612373
 IC50 5.52 5.2067 3000.0 3
HFF
CHEMBL614071
 IC50 4.35 4.35 44480.0 1
Hexokinase
CHEMBL4151
 IC50 4.34 4.34 45708.8 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 1.09 nM 8.96 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase IC50 = 6.2 nM 8.21 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase Ki = 11.0 nM 7.96 Inhibition of Leishmania major FPPS 21780776
Farnesyl pyrophosphate synthase Ki = 11.0 nM 7.96 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase Ki = 12.1 nM 7.92 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 18327899
Farnesyl pyrophosphate synthase IC50 = 75.2 nM 7.12 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 18327899
Farnesyl pyrophosphate synthase IC50 = 110.0 nM 6.96 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 112.2 nM 6.95 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Farnesyl pyrophosphate synthase IC50 = 112.0 nM 6.95 Inhibitory activity against FPPS in Leishmania major 16392806
Farnesyl pyrophosphate synthase IC50 = 112.2 nM 6.95 Inhibitory activity against FPPS in Leishmania major 16392806
Unchecked IC50 = 230.0 nM 6.64 Inhibition of Trypanosoma brucei FPPS 25815158
Trypanosoma brucei rhodesiense IC50 = 700.0 nM 6.16 In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr... 12086478
Trypanosoma brucei rhodesiense IC50 = 700.0 nM 6.16 Antiparasitic activity against Trypanosoma brucei rhodesiense STIB900 bloodstrea... 33522236
Trypanosoma brucei IC50 = 700.0 nM 6.16 Growth inhibition of Trypanosoma brucei 21780776
Trypanosoma brucei IC50 = 700.0 nM 6.16 Inhibition of Trypanosoma rhodesiense (strain STIB900) was determined using bloo... 11300872
Trypanosoma brucei rhodesiense IC50 = 707.95 nM 6.15 Predicted pIC50 against Trypomastigotes Brucei rhodesiense. 12086478
Dictyostelium discoideum IC50 = 3000.0 nM 5.52 Cytotoxicity to Dictyostelium discoideum 16392806
Unchecked IC50 = 4300.0 nM 5.37 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 4365.16 nM 5.36 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using i... 14711309
Unchecked IC50 = 4900.0 nM 5.31 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309

Literature References

PubMed DOI Target Context # Activities
18327899 10.1021/jm7015733 Farnesyl pyrophosphate synthase 4
14711309 10.1021/jm0303709 Unchecked 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
16392806 10.1021/jm0582625 Farnesyl pyrophosphate synthase 2
16392806 10.1021/jm0582625 Hexokinase 2
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
14695831 10.1021/jm030084x KB 1
15857119 10.1021/jm040132t ADMET 1
15857119 10.1021/jm040132t KB 1
33522236 10.1021/acs.jmedchem.0c01292 Plasmodium falciparum 1
12086477 10.1021/jm010279+ Dictyostelium discoideum 1
12086477 10.1021/jm010279+ Rattus norvegicus 1
12014956 10.1021/jm010412y Geranylgeranyl pyrophosphate synthase 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x Entamoeba histolytica 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
12086478 10.1021/jm0102809 ADMET 1

Data from ChEMBL 36 via Core Engine