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Compound Detail

CHEMBL192017

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O=P([O-])(O)C(O)(C[n+]1cccc(-c2cccc(-c3ccccc3)c2)c1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL192017
Phase Preclinical
Structure Type MOL
InChI Key SFGYQDTXSJEVCC-UHFFFAOYSA-N
5
Targets
16
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

435.3
MW (Da)
1.68
ALogP
4
HBA
4
HBD
142.0
PSA (Ų)
0.34
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19NO7P2
MW 435.31
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness 0.03

Activity Summary

IC50 13 meas. best 7.7
Ki 3 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Geranylgeranyl pyrophosphate synthase BTS1
CHEMBL1075251
 Ki 8.0 8.0 10.0 1
Unchecked
CHEMBL612545
 IC50 7.7 6.19 20.0 4
Geranylgeranyl pyrophosphate synthase BTS1
CHEMBL1075251
 IC50 7.52 7.52 30.0 1
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 Ki 6.64 6.64 230.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
 Ki 6.02 6.02 950.0 1
Dictyostelium discoideum
CHEMBL612373
 IC50 5.64 5.64 2300.0 1
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 5.09 5.0133 8200.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Geranylgeranyl pyrophosphate synthase BTS1 Ki = 10.0 nM 8.0 Binding affinity to Saccharomyces cerevisiae GGPPS 17535895
Unchecked IC50 = 20.0 nM 7.7 Inhibition of Escherichia coli OPPS 17535895
Geranylgeranyl pyrophosphate synthase BTS1 IC50 = 30.0 nM 7.52 Inhibition of Saccharomyces cerevisiae GGPPS 17535895
Geranylgeranyl pyrophosphate synthase Ki = 230.0 nM 6.64 Binding affinity to human GGPPS 17535895
Unchecked IC50 = 720.0 nM 6.14 Inhibition of Sulfolobus solfataricus HPPS 17535895
Farnesyl pyrophosphate synthase Ki = 950.0 nM 6.02 Binding affinity towards Farnesyl diphosphate synthase from leishmania major 15828834
Unchecked IC50 = 1200.0 nM 5.92 Inhibition of Staphylococcus aureus HepPPS using IPP as substrate 30730737
Dictyostelium discoideum IC50 = 2300.0 nM 5.64 Inhibitory concentration against Dictyostelium discoideum cell growth 15828834
Geranylgeranyl pyrophosphate synthase IC50 = 8200.0 nM 5.09 Inhibition of human GGPPS 17535895
Unchecked IC50 = 10000.0 nM 5.0 Inhibition of Escherichia coli UPPS 17535895
Geranylgeranyl pyrophosphate synthase IC50 = 10000.0 nM 5.0 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Geranylgeranyl pyrophosphate synthase IC50 = 11220.0 nM 4.95 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762

Literature References

PubMed DOI Target Context # Activities
17535895 10.1073/pnas.0702254104 Unchecked 4
17535895 10.1073/pnas.0702254104 Geranylgeranyl pyrophosphate synthase BTS1 2
17535895 10.1073/pnas.0702254104 Geranylgeranyl pyrophosphate synthase 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
30730737 10.1021/acs.jmedchem.8b01878 Candida albicans 1
30730737 10.1021/acs.jmedchem.8b01878 Unchecked 1

Data from ChEMBL 36 via Core Engine