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Compound Detail

CHEMBL53982

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CN(CCOc1ccccc1)CCC(O)(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL53982
Phase Preclinical
Structure Type MOL
InChI Key ZEQNCEOOAYAQEG-UHFFFAOYSA-N
5
Targets
11
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

369.2
MW (Da)
0.39
ALogP
5
HBA
5
HBD
147.8
PSA (Ų)
0.39
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H21NO8P2
MW 369.25
Aromatic Rings 1
Heavy Atoms 23
NP-Likeness -0.44

Activity Summary

IC50 11 meas. best 8.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 8.4 8.4 4.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 6.38 6.37 416.9 3
Dictyostelium discoideum
CHEMBL612373
 IC50 5.7 5.7 2000.0 1
Entamoeba histolytica
CHEMBL612853
 IC50 5.22 5.205 6000.0 2
Plasmodium falciparum
CHEMBL364
 IC50 4.51 4.505 31000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase IC50 = 3.981 nM 8.4 Negative logarithm of inhibitory concentration against bone resorption 12825934
Farnesyl pyrophosphate synthase IC50 = 420.0 nM 6.38 Inhibitory activity against FPPS in Leishmania major 16392806
Farnesyl pyrophosphate synthase IC50 = 416.87 nM 6.38 Inhibitory activity against FPPS in Leishmania major 16392806
Farnesyl pyrophosphate synthase IC50 = 450.0 nM 6.35 Inhibitory activity against Leishmania major Farnesyl diphosphate synthase 14695831
Dictyostelium discoideum IC50 = 2000.0 nM 5.7 Cytotoxicity to Dictyostelium discoideum 16392806
Entamoeba histolytica IC50 = 6000.0 nM 5.22 Antimicrobial activity against Entamoeba histolytica 20185316
Entamoeba histolytica IC50 = 6490.0 nM 5.19 In vitro growth inhibition against Entamoeba histolytica 14695831
Plasmodium falciparum IC50 = 31000.0 nM 4.51 Antimicrobial activity against Plasmodium falciparum 20185316
Plasmodium falciparum IC50 = 31400.0 nM 4.5 In vitro growth inhibition against Plasmodium falciparum 14695831

Literature References

PubMed DOI Target Context # Activities
14695831 10.1021/jm030084x Cricetinae gen. sp. 4
17149863 10.1021/jm060492b Escherichia coli 3
14695831 10.1021/jm030084x ADMET 2
16392806 10.1021/jm0582625 Farnesyl pyrophosphate synthase 2
16162013 10.1021/jm058220g Vacuolar-type proton translocating pyrophosphatase 1 2
12825934 10.1021/jm030054u Farnesyl pyrophosphate synthase 2
16392806 10.1021/jm0582625 Hexokinase 2
16162013 10.1021/jm058220g KB 1
20185316 10.1016/j.bmc.2010.01.068 Entamoeba histolytica 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
16392806 10.1021/jm0582625 Dictyostelium discoideum 1
16392806 10.1021/jm0582625 ADMET 1
16392806 10.1021/jm0582625 KB 1
12166945 10.1021/jm020819i Rattus norvegicus 1
14695831 10.1021/jm030084x Farnesyl pyrophosphate synthase 1
14695831 10.1021/jm030084x KB 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x Entamoeba histolytica 1

Data from ChEMBL 36 via Core Engine