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Compound Detail

CHEMBL54472

N-(HEXAMETHYLENEIMINO)METHYLENEBISPHOSPHONIC ACID
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O=P(O)(O)C(N1CCCCCC1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL54472
Name N-(HEXAMETHYLENEIMINO)METHYLENEBISPHOSPHONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key ZHTLUMYTKGBLAN-UHFFFAOYSA-N
3
Targets
12
Activities
2
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

273.2
MW (Da)
0.50
ALogP
3
HBA
4
HBD
118.3
PSA (Ų)
0.55
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C7H17NO6P2
MW 273.16
Aromatic Rings 0
Heavy Atoms 16
NP-Likeness -0.19

Activity Summary

IC50 11 meas. best 6.29
Ki 1 meas. best 7.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 7.31 7.31 49.0 1
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 6.29 6.29 510.0 2
Unchecked
CHEMBL612545
 IC50 4.96 4.9225 11000.0 4
HFF
CHEMBL614071
 IC50 4.05 4.05 89770.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 49.0 nM 7.31 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase IC50 = 510.0 nM 6.29 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 512.86 nM 6.29 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Unchecked IC50 = 11000.0 nM 4.96 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 11220.18 nM 4.95 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 = 12882.5 nM 4.89 pIC50 value for stimulation of TNF-alpha release in gamma-delta T cells, using a... 14711309
HFF IC50 = 89770.0 nM 4.05 In vitro inhibitory concentration against the growth of Toxoplasma gondii in hum... 15857119

Literature References

PubMed DOI Target Context # Activities
14711309 10.1021/jm0303709 Unchecked 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
17149863 10.1021/jm060492b Escherichia coli 3
18399639 10.1021/jf800029t Pyrroline-5-carboxylate reductase 2
14695831 10.1021/jm030084x Entamoeba histolytica 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x KB 1
12166945 10.1021/jm020819i Rattus norvegicus 1
15857119 10.1021/jm040132t HFF 1
15857119 10.1021/jm040132t KB 1
15857119 10.1021/jm040132t 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