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Compound Detail

CHEMBL192342

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O=P([O-])(O)C(O)(C[n+]1cccc(-c2ccccc2)c1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL192342
Phase Preclinical
Structure Type MOL
InChI Key ZYEONEYSNIUGRA-UHFFFAOYSA-N
8
Targets
11
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

359.2
MW (Da)
0.01
ALogP
4
HBA
4
HBD
142.0
PSA (Ų)
0.44
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 C13H15NO7P2
MW 359.21
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.14

Activity Summary

IC50 9 meas. best 6.39
EC50 1 meas. best 5.39
Ki 1 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL3693
 Ki 8.05 8.05 9.0 1
Mus musculus
CHEMBL375
 IC50 6.39 6.39 410.0 1
Dictyostelium discoideum
CHEMBL612373
 IC50 5.42 5.42 3800.0 1
Unchecked
CHEMBL612545
 EC50 5.39 5.39 4100.0 1
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 4.9 4.875 12589.2 2
SF-268
CHEMBL613977
 IC50 4.57 4.57 27200.0 1
MCF7
CHEMBL387
 IC50 4.36 4.36 44200.0 1
Unchecked
CHEMBL612545
 IC50 4.32 4.32 48000.0 1
NCI-H460
CHEMBL396
 IC50 4.28 4.28 52200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 9.0 nM 8.05 Binding affinity towards Farnesyl diphosphate synthase from leishmania major 15828834
Mus musculus IC50 = 410.0 nM 6.39 In vitro inhibitory concentration against bone resorption in 17 day old fetal mo... 15828834
Dictyostelium discoideum IC50 = 3800.0 nM 5.42 Inhibitory concentration against Dictyostelium discoideum cell growth 15828834
Unchecked EC50 = 4100.0 nM 5.39 Effective concentration against human Gamma delta T cells 15828834
Geranylgeranyl pyrophosphate synthase IC50 = 12589.25 nM 4.9 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Geranylgeranyl pyrophosphate synthase IC50 = 14130.0 nM 4.85 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
SF-268 IC50 = 27200.0 nM 4.57 Antiproliferative activity against human SF-268 cell line by MTT assay 16970405
MCF7 IC50 = 44200.0 nM 4.36 Antiproliferative activity against human MCF7 cell line by MTT assay 16970405
Unchecked IC50 = 48000.0 nM 4.32 Inhibition of Escherichia coli UPPS 17535895
NCI-H460 IC50 = 52200.0 nM 4.28 Antiproliferative activity against human NCI-H460 cell line by MTT assay 16970405

Literature References

PubMed DOI Target Context # Activities
17535895 10.1073/pnas.0702254104 Unchecked 2
18800762 10.1021/jm800325y Geranylgeranyl pyrophosphate synthase 2
15828834 10.1021/jm040209d Farnesyl pyrophosphate synthase 1
15828834 10.1021/jm040209d Dictyostelium discoideum 1
15828834 10.1021/jm040209d Unchecked 1
15828834 10.1021/jm040209d Mus musculus 1
16970405 10.1021/jm060280e MCF7 1
16970405 10.1021/jm060280e NCI-H460 1
16970405 10.1021/jm060280e SF-268 1

Data from ChEMBL 36 via Core Engine