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Compound Detail

CHEMBL301244

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CN(CCc1ccccc1)CCC(O)(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL301244
Phase Preclinical
Structure Type MOL
InChI Key GSOPCSRILKZIPB-UHFFFAOYSA-N
5
Targets
19
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

353.2
MW (Da)
0.55
ALogP
4
HBA
5
HBD
138.5
PSA (Ų)
0.43
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C12H21NO7P2
MW 353.25
Aromatic Rings 1
Heavy Atoms 22
NP-Likeness -0.15

Activity Summary

IC50 18 meas. best 8.41
Ki 1 meas. best 7.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 8.41 7.1433 3.9 3
Mus musculus
CHEMBL375
 IC50 7.7 6.11 20.0 2
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 7.52 7.52 30.0 1
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 6.51 6.51 310.0 1
Unchecked
CHEMBL612545
 IC50 6.4 5.2517 398.1 6
Plasmodium falciparum
CHEMBL364
 IC50 4.5 4.4775 31622.8 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase IC50 = 3.917 nM 8.41 Negative logarithm of inhibitory concentration against bone resorption 12825934
Mus musculus IC50 = 20.0 nM 7.7 Inhibition of bone resorption in the calvaria assay of mouse 12166945
Farnesyl pyrophosphate synthase Ki = 30.0 nM 7.52 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase IC50 = 310.0 nM 6.51 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 309.03 nM 6.51 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Farnesyl pyrophosphate synthase IC50 = 310.0 nM 6.51 Inhibitory activity against Leishmania major Farnesyl diphosphate synthase 14695831
Unchecked IC50 = 400.0 nM 6.4 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Unchecked IC50 = 398.11 nM 6.4 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Unchecked IC50 = 19000.0 nM 4.72 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 19498.45 nM 4.71 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using i... 14711309
Unchecked IC50 = 23000.0 nM 4.64 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 22908.68 nM 4.64 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a... 14711309
Mus musculus IC50 = 30000.0 nM 4.52 Inhibition of bone mineralization in the calvaria assay of mouse 12166945
Plasmodium falciparum IC50 = 31622.78 nM 4.5 Growth inhibition of Plasmodium falciparum 19053772
Plasmodium falciparum IC50 = 33550.0 nM 4.47 In vitro growth inhibition against Plasmodium falciparum 14695831
Plasmodium falciparum IC50 = 34000.0 nM 4.47 Growth inhibition of Plasmodium falciparum 19053772
Plasmodium falciparum IC50 = 34000.0 nM 4.47 Antimicrobial activity against Plasmodium falciparum 20185316

Literature References

PubMed DOI Target Context # Activities
14711309 10.1021/jm0303709 Unchecked 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
12825934 10.1021/jm030054u Farnesyl pyrophosphate synthase 2
14695831 10.1021/jm030084x ADMET 2
12166945 10.1021/jm020819i Mus musculus 2
19053772 10.1021/jm8009074 Unchecked 2
19053772 10.1021/jm8009074 Plasmodium falciparum 2
14695831 10.1021/jm030084x Entamoeba histolytica 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x KB 1
14695831 10.1021/jm030084x Farnesyl pyrophosphate synthase 1
12166945 10.1021/jm020819i Rattus norvegicus 1
12166945 10.1021/jm020819i Unchecked 1
12166945 10.1021/jm020819i ADMET 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
20185316 10.1016/j.bmc.2010.01.068 Entamoeba histolytica 1

Data from ChEMBL 36 via Core Engine