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Compound Detail

CHEMBL200262

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CCn1c2ccccc2c2cc(NC(P(=O)(O)O)P(=O)(O)O)ccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL200262
Phase Preclinical
Structure Type MOL
InChI Key FOIJEVZWWJSXFM-UHFFFAOYSA-N
4
Targets
17
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

384.3
MW (Da)
2.87
ALogP
4
HBA
5
HBD
132.0
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H18N2O6P2
MW 384.27
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -0.71

Activity Summary

IC50 9 meas. best 6.21
Ki 8 meas. best 6.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Hexokinase
CHEMBL4151
 Ki 6.3 5.7571 500.0 7
Trypanosoma cruzi
CHEMBL368
 IC50 6.21 5.6867 620.0 3
Hexokinase
CHEMBL4151
 IC50 6.09 6.09 810.0 3
Unchecked
CHEMBL612545
 Ki 5.55 5.55 2800.0 1
Unchecked
CHEMBL612545
 IC50 5.19 5.19 6400.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 4.0 4.0 100000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Hexokinase Ki = 500.0 nM 6.3 Inhibition of Trypanosoma cruzi hexokinase in presence of D-glucose, 1 mM ATP an... 17329254
Trypanosoma cruzi IC50 = 620.0 nM 6.21 Effect on glucose consumption in digitonin permeablized Trypanosoma cruzi 17329254
Hexokinase IC50 = 810.0 nM 6.09 Inhibitory activity against Trypanosoma cruzi hexokinase 16392806
Hexokinase IC50 = 812.83 nM 6.09 Inhibitory activity against Trypanosoma cruzi hexokinase 16392806
Hexokinase IC50 = 810.0 nM 6.09 Inhibition of Trypanosoma cruzi hexokinase 17329254
Hexokinase Ki = 1200.0 nM 5.92 Inhibition of glycosomal Trypanosoma cruzi hexokinase in presence of ATP, 2 mM D... 17329254
Hexokinase Ki = 1700.0 nM 5.77 Inhibition of Trypanosoma cruzi hexokinase in presence of ATP, 2 mM D-glucose an... 17329254
Hexokinase Ki = 1700.0 nM 5.77 Inhibition of glycosomal Trypanosoma cruzi hexokinase in presence of ATP, 2 mM D... 17329254
Trypanosoma cruzi IC50 = 2200.0 nM 5.66 Growth inhibition of Trypanosoma cruzi intracellular amastigotes 16392806
Hexokinase Ki = 2400.0 nM 5.62 Inhibition of glycosomal Trypanosoma cruzi hexokinase in presence of D-glucose, ... 17329254
Hexokinase Ki = 2800.0 nM 5.55 Inhibition of Trypanosoma cruzi hexokinase in presence of ATP, 2 mM D-glucose an... 17329254
Unchecked Ki = 2800.0 nM 5.55 Inhibition of Trypanosoma cruzi hexokinase 28161253
Hexokinase Ki = 4300.0 nM 5.37 Inhibition of glycosomal Trypanosoma cruzi hexokinase in presence of D-glucose, ... 17329254
Trypanosoma cruzi IC50 = 6400.0 nM 5.19 Growth inhibition of Trypanosoma cruzi epimastigotes 17329254
Unchecked IC50 = 6400.0 nM 5.19 Inhibition of Trypanosoma cruzi hexokinase 28161253
Farnesyl pyrophosphate synthase IC50 = 100000.0 nM 4.0 Inhibitory activity against FPPS in Leishmania major 16392806

Literature References

PubMed DOI Target Context # Activities
17329254 10.1074/jbc.m607286200 Trypanosoma cruzi 12
17329254 10.1074/jbc.m607286200 Hexokinase 8
17149863 10.1021/jm060492b Escherichia coli 3
16392806 10.1021/jm0582625 Hexokinase 2
16392806 10.1021/jm0582625 Farnesyl pyrophosphate synthase 2
28161253 10.1016/j.bmc.2017.01.034 Unchecked 2
16392806 10.1021/jm0582625 KB 1
16392806 10.1021/jm0582625 ADMET 1
16392806 10.1021/jm0582625 Dictyostelium discoideum 1
16392806 10.1021/jm0582625 Trypanosoma cruzi 1

Data from ChEMBL 36 via Core Engine