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Compound Detail

CHEMBL434024

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O=P(O)(O)C(O)(Cc1ccccn1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL434024
Phase Preclinical
Structure Type MOL
InChI Key XXNASZAYANFLID-UHFFFAOYSA-N
7
Targets
28
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

283.1
MW (Da)
-0.37
ALogP
4
HBA
5
HBD
148.2
PSA (Ų)
0.47
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 C7H11NO7P2
MW 283.11
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.50

Activity Summary

IC50 23 meas. best 8.4
Ki 3 meas. best 9.13
EC50 2 meas. best 4.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 9.13 8.07 0.7 3
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 8.4 7.5 4.0 6
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.66 6.66 218.8 2
Trypanosoma brucei
CHEMBL612849
 IC50 6.66 6.66 220.0 1
Unchecked
CHEMBL612545
 IC50 6.05 5.505 900.0 6
HFF
CHEMBL614071
 IC50 5.09 5.09 8110.0 1
Toxoplasma gondii
CHEMBL612888
 IC50 5.04 5.04 9100.0 1
RPMI-8226
CHEMBL614882
 EC50 4.96 4.96 11000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 0.74 nM 9.13 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase IC50 = 4.0 nM 8.4 Inhibition of human FPPS using [14C]-IPP and FPP as substrates after 10 mins by ... 30016091
Farnesyl pyrophosphate synthase IC50 = 4.0 nM 8.4 Inhibition of human FPPS expressed in Escherichia coli BL21 (DE3) preincubated f... 35077178
Farnesyl pyrophosphate synthase IC50 = 9.2 nM 8.04 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 after 10... 18327899
Farnesyl pyrophosphate synthase Ki = 14.0 nM 7.85 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase Ki = 59.3 nM 7.23 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 18327899
Farnesyl pyrophosphate synthase IC50 = 140.0 nM 6.85 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 141.25 nM 6.85 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Trypanosoma brucei rhodesiense IC50 = 220.0 nM 6.66 In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr... 12086478
Trypanosoma brucei rhodesiense IC50 = 218.78 nM 6.66 Predicted pIC50 against Trypomastigotes Brucei rhodesiense. 12086478
Trypanosoma brucei IC50 = 220.0 nM 6.66 Inhibition of Trypanosoma rhodesiense (strain STIB900) was determined using bloo... 11300872
Farnesyl pyrophosphate synthase IC50 = 349.1 nM 6.46 Inhibition of human recombinant FPPS expressed in Escherichia coli BL21 18327899
Unchecked IC50 = 900.0 nM 6.05 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Unchecked IC50 = 1000.0 nM 6.0 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Unchecked IC50 = 5600.0 nM 5.25 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 5623.41 nM 5.25 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a... 14711309
Unchecked IC50 = 5700.0 nM 5.24 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 5754.4 nM 5.24 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using i... 14711309
HFF IC50 = 8110.0 nM 5.09 In vitro inhibitory concentration against the growth of Toxoplasma gondii in hum... 15857119
Toxoplasma gondii IC50 = 9100.0 nM 5.04 Inhibition of Toxoplasma gondii tachyzoites in human foreskin fibroblast monolay... 11300872

Literature References

PubMed DOI Target Context # Activities
14711309 10.1021/jm0303709 Unchecked 4
18327899 10.1021/jm7015733 Farnesyl pyrophosphate synthase 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
19053772 10.1021/jm8009074 Unchecked 2
19053772 10.1021/jm8009074 Plasmodium falciparum 2
30016091 10.1021/acs.jmedchem.8b00886 Geranylgeranyl pyrophosphate synthase 2
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
14695831 10.1021/jm030084x Plasmodium falciparum 1
15857119 10.1021/jm040132t ADMET 1
35077178 10.1021/acs.jmedchem.1c01913 Farnesyl pyrophosphate synthase 1
15857119 10.1021/jm040132t HFF 1
12086477 10.1021/jm010279+ Rattus norvegicus 1
14695831 10.1021/jm030084x KB 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 Toxoplasma gondii 1
11300872 10.1021/jm0002578 Trypanosoma brucei 1
12086478 10.1021/jm0102809 ADMET 1

Data from ChEMBL 36 via Core Engine