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Compound Detail

CHEMBL55557

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Cc1ccnc(NC(P(=O)(O)O)P(=O)(O)O)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL55557
Phase Preclinical
Structure Type MOL
InChI Key BAYFWSDXNJQZPY-UHFFFAOYSA-N
5
Targets
14
Activities
2
Assay Types
0
PK Parameters
17
Publications
0
Known Names

Molecular Properties

282.1
MW (Da)
0.44
ALogP
4
HBA
5
HBD
140.0
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C7H12N2O6P2
MW 282.13
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness -0.54

Activity Summary

IC50 13 meas. best 6.75
Ki 1 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 7.77 7.77 17.0 1
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 6.75 6.745 180.0 2
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 6.21 6.21 610.0 2
Unchecked
CHEMBL612545
 IC50 4.9 4.87 12589.2 4
HFF
CHEMBL614071
 IC50 4.23 4.23 59040.0 1
4-hydroxy-3-methylbut-2-enyl diphosphate reductase
CHEMBL2242741
 IC50 4.17 4.17 67000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 17.0 nM 7.77 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase IC50 = 180.0 nM 6.75 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 181.97 nM 6.74 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Trypanosoma brucei rhodesiense IC50 = 610.0 nM 6.21 In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr... 12086478
Trypanosoma brucei rhodesiense IC50 = 616.6 nM 6.21 Predicted pIC50 against Trypomastigotes Brucei rhodesiense. 12086478
Unchecked IC50 = 12589.25 nM 4.9 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using i... 14711309
Unchecked IC50 = 13000.0 nM 4.89 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 14000.0 nM 4.85 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 14454.4 nM 4.84 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a... 14711309
HFF IC50 = 59040.0 nM 4.23 In vitro inhibitory concentration against the growth of Toxoplasma gondii in hum... 15857119
4-hydroxy-3-methylbut-2-enyl diphosphate reductase IC50 = 67000.0 nM 4.17 Inhibition of Aquifex aeolicus IspH expressed in Escherichia coli BL21 (DE3) usi... 20426416

Literature References

PubMed DOI Target Context # Activities
14711309 10.1021/jm0303709 Unchecked 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
17474756 10.1021/jf0701032 Pyrroline-5-carboxylate reductase 2
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
12014956 10.1021/jm010412y Geranylgeranyl pyrophosphate synthase 1
20426416 10.1021/ja909664j 4-hydroxy-3-methylbut-2-enyl diphosphate reductase 1
20185316 10.1016/j.bmc.2010.01.068 Entamoeba histolytica 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
15857119 10.1021/jm040132t ADMET 1
15857119 10.1021/jm040132t KB 1
15857119 10.1021/jm040132t HFF 1
12086477 10.1021/jm010279+ Rattus norvegicus 1
14695831 10.1021/jm030084x KB 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x Entamoeba histolytica 1
12086478 10.1021/jm0102809 ADMET 1
12086478 10.1021/jm0102809 KB 1

Data from ChEMBL 36 via Core Engine