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Compound Detail

CHEMBL411274

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O=P(O)(O)C(O)(Cc1cccc(-c2cccc3c2oc2ccccc23)c1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL411274
Phase Preclinical
Structure Type MOL
InChI Key BYVXAUZOTGITQZ-UHFFFAOYSA-N
3
Targets
12
Activities
2
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

448.3
MW (Da)
3.80
ALogP
4
HBA
5
HBD
148.4
PSA (Ų)
0.29
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H18O8P2
MW 448.30
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness 0.28

Activity Summary

IC50 10 meas. best 6.55
Ki 2 meas. best 6.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Geranylgeranyl pyrophosphate synthase BTS1
CHEMBL1075251
 Ki 6.96 6.96 110.0 1
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 Ki 6.96 6.96 110.0 1
Geranylgeranyl pyrophosphate synthase BTS1
CHEMBL1075251
 IC50 6.55 6.55 280.0 1
Unchecked
CHEMBL612545
 IC50 6.52 5.826 300.0 5
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 5.4 5.4 3980.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Geranylgeranyl pyrophosphate synthase BTS1 Ki = 110.0 nM 6.96 Binding affinity to Saccharomyces cerevisiae GGPPS 17535895
Geranylgeranyl pyrophosphate synthase Ki = 110.0 nM 6.96 Binding affinity to human GGPPS 17535895
Geranylgeranyl pyrophosphate synthase BTS1 IC50 = 280.0 nM 6.55 Inhibition of Saccharomyces cerevisiae GGPPS 17535895
Unchecked IC50 = 300.0 nM 6.52 Inhibition of Escherichia coli UPPS-mediated undecaprenyl pyrophosphate synthesi... 22662288
Unchecked IC50 = 590.0 nM 6.23 Inhibition of Escherichia coli UPPS 17535895
Unchecked IC50 = 1100.0 nM 5.96 Inhibition of Staphylococcus aureus HepPPS using IPP as substrate 30730737
Unchecked IC50 = 1200.0 nM 5.92 Inhibition of Sulfolobus solfataricus HPPS 17535895
Geranylgeranyl pyrophosphate synthase IC50 = 4000.0 nM 5.4 Inhibition of human GGPPS 17535895
Geranylgeranyl pyrophosphate synthase IC50 = 3980.0 nM 5.4 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Geranylgeranyl pyrophosphate synthase IC50 = 3981.07 nM 5.4 Inhibition of human recombinant geranylgeranyl diphosphate synthase 18800762
Unchecked IC50 = 32000.0 nM 4.5 Inhibition of Escherichia coli OPPS 17535895

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
22662288 10.1021/ml300038t Unchecked 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