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Compound Detail

CHEMBL494279

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CC(C)CCCC(C)CCOc1ccc[n+](CC(P(=O)([O-])O)P(=O)(O)O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL494279
Phase Preclinical
Structure Type MOL
InChI Key WHQLUYYDOZYPJB-UHFFFAOYSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

423.4
MW (Da)
2.25
ALogP
4
HBA
3
HBD
131.0
PSA (Ų)
0.35
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H31NO7P2
MW 423.38
Aromatic Rings 1
Heavy Atoms 27
NP-Likeness 0.31

Activity Summary

IC50 8 meas. best 7.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.92 6.3667 12.0 3
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 6.64 6.64 230.0 2
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 5.94 5.92 1150.0 2
Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific)
CHEMBL4295580
 IC50 4.18 4.18 66000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 12.0 nM 7.92 Inhibition of Escherichia coli OPPS using IPP as substrate 30730737
Unchecked IC50 = 100.0 nM 7.0 Inhibition of Staphylococcus aureus HepPPS using IPP as substrate 30730737
Farnesyl pyrophosphate synthase IC50 = 230.0 nM 6.64 Inhibition of human FPPS using IPP and GPP as substrate 30730737
Farnesyl pyrophosphate synthase IC50 = 230.0 nM 6.64 Inhibition of human FPPS using IPP and GPP 30730737
Geranylgeranyl pyrophosphate synthase IC50 = 1150.0 nM 5.94 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Geranylgeranyl pyrophosphate synthase IC50 = 1258.93 nM 5.9 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific) IC50 = 66000.0 nM 4.18 Inhibition of Escherichia coli UPPS in presence of IPP and FPP 30730737
Unchecked IC50 = 66000.0 nM 4.18 Inhibition of Escherichia coli UPPP in presence of FPP 30730737

Literature References

PubMed DOI Target Context # Activities
30730737 10.1021/acs.jmedchem.8b01878 Bacillus subtilis 24
30730737 10.1021/acs.jmedchem.8b01878 Unchecked 3
18800762 10.1021/jm800325y Geranylgeranyl pyrophosphate synthase 2
30730737 10.1021/acs.jmedchem.8b01878 HEK293 2
30730737 10.1021/acs.jmedchem.8b01878 Clostridioides difficile 2
30730737 10.1021/acs.jmedchem.8b01878 Farnesyl pyrophosphate synthase 2
30730737 10.1021/acs.jmedchem.8b01878 Staphylococcus aureus 1
30730737 10.1021/acs.jmedchem.8b01878 Mycolicibacterium smegmatis 1
30730737 10.1021/acs.jmedchem.8b01878 Bacillus anthracis 1
30730737 10.1021/acs.jmedchem.8b01878 No relevant target 1
30730737 10.1021/acs.jmedchem.8b01878 Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific) 1

Data from ChEMBL 36 via Core Engine