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Compound Detail

CHEMBL54004

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

Basic Information

ChEMBL ID CHEMBL54004
Phase Preclinical
Structure Type MOL
InChI Key NSCPCMXKWUFFNL-UHFFFAOYSA-N
12
Targets
40
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

318.2
MW (Da)
2.13
ALogP
3
HBA
5
HBD
135.3
PSA (Ų)
0.31
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C10H24O7P2
MW 318.24
Aromatic Rings 0
Heavy Atoms 19
NP-Likeness 0.57

Activity Summary

IC50 39 meas. best 7.1
Ki 1 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.1 6.0117 80.0 6
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 6.64 6.64 230.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 6.26 6.26 550.0 1
HFF
CHEMBL614071
 IC50 6.26 5.9975 550.0 4
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 6.2 6.1633 631.0 3
Hexokinase
CHEMBL4151
 IC50 6.09 5.7367 810.0 3
Plasmodium falciparum
CHEMBL364
 IC50 6.08 5.828 830.0 5
Plasmodium berghei
CHEMBL612653
 IC50 6.08 5.9267 830.0 3
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 5.63 5.625 2344.2 2
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 5.63 5.6233 2344.2 3
Dictyostelium discoideum
CHEMBL612373
 IC50 5.0 5.0 10000.0 1
Entamoeba histolytica
CHEMBL612853
 IC50 4.89 4.8833 13000.0 3
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 4.69 4.69 20417.4 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 80.0 nM 7.1 Inhibition of rat brain aSMase using HMU-PC as substrate incubated for 3 hrs by ... 33395289
Unchecked IC50 = 130.0 nM 6.89 Inhibition of Toxoplasma gondii Farnesyl pyrophosphate synthase 37871407
Farnesyl pyrophosphate synthase Ki = 230.0 nM 6.64 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Toxoplasma gondii IC50 = 550.0 nM 6.26 Antiparasitic activity against Toxoplasma gondii tachyzoites infected in human f... 33522236
HFF IC50 = 550.0 nM 6.26 In vitro inhibitory concentration against the growth of Toxoplasma gondii in hum... 15857119
HFF IC50 = 570.0 nM 6.24 Inhibitory concentration against the growth of Toxoplasma gondii overexpressing ... 15857119
Geranylgeranyl pyrophosphate synthase IC50 = 630.96 nM 6.2 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Unchecked IC50 = 710.0 nM 6.15 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Geranylgeranyl pyrophosphate synthase IC50 = 710.0 nM 6.15 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Geranylgeranyl pyrophosphate synthase IC50 = 720.0 nM 6.14 Inhibitory activity against the human recombinant geranylgeranyl diphosphate syn... 12014956
Unchecked IC50 = 794.33 nM 6.1 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Hexokinase IC50 = 810.0 nM 6.09 Inhibition of Trypanosoma cruzi hexokinase 17329254
Plasmodium berghei IC50 = 830.0 nM 6.08 Inhibitory activity against Plasmodium berghei 3D7 14695831
Plasmodium falciparum IC50 = 830.0 nM 6.08 Antiparasitic activity against Plasmodium falciparum 3D7 infected in human eryth... 33522236
Plasmodium falciparum IC50 = 830.0 nM 6.08 In vitro growth inhibition against Plasmodium falciparum 14695831
Plasmodium berghei IC50 = 1000.0 nM 6.0 Inhibitory activity against Plasmodium berghei W2 14695831
Plasmodium falciparum IC50 = 1000.0 nM 6.0 Antimicrobial activity against Plasmodium falciparum 20185316
HFF IC50 = 1700.0 nM 5.77 Inhibitory concentration against the growth of Toxoplasma gondii overexpressing ... 15857119
HFF IC50 = 1900.0 nM 5.72 Inhibitory concentration against the growth of Toxoplasma gondii overexpressing ... 15857119
Plasmodium berghei IC50 = 2000.0 nM 5.7 Inhibitory activity against Plasmodium berghei Ghana 14695831

Literature References

PubMed DOI Target Context # Activities
15857119 10.1021/jm040132t HFF 4
17149863 10.1021/jm060492b Escherichia coli 3
11277521 10.1016/s0960-894x(01)00057-9 Trypanosoma cruzi 3
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
14695831 10.1021/jm030084x Plasmodium berghei 3
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
16392806 10.1021/jm0582625 Hexokinase 2
16392806 10.1021/jm0582625 Farnesyl pyrophosphate synthase 2
16162013 10.1021/jm058220g Vacuolar-type proton translocating pyrophosphatase 1 2
19053772 10.1021/jm8009074 Plasmodium falciparum 2
18789701 10.1016/j.bmc.2008.08.047 Unchecked 2
19053772 10.1021/jm8009074 Unchecked 2
37871407 10.1016/j.ejmech.2023.115885 Unchecked 2
14695831 10.1021/jm030084x ADMET 2
18800762 10.1021/jm800325y Geranylgeranyl pyrophosphate synthase 2
14695831 10.1021/jm030084x Unchecked 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 KB 1

Data from ChEMBL 36 via Core Engine