Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL55608

(BUTYLAMINO)METHYLENEDIPHOSPHONIC ACID
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
CCCCNC(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL55608
Name (BUTYLAMINO)METHYLENEDIPHOSPHONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key AEDPOTDCAAOODK-UHFFFAOYSA-N
4
Targets
11
Activities
2
Assay Types
0
PK Parameters
14
Publications
0
Known Names

Molecular Properties

247.1
MW (Da)
0.02
ALogP
3
HBA
5
HBD
127.1
PSA (Ų)
0.33
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C5H15NO6P2
MW 247.12
Aromatic Rings 0
Heavy Atoms 14
NP-Likeness 0.03

Activity Summary

IC50 10 meas. best 6.68
Ki 1 meas. best 7.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 7.7 7.7 20.0 1
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 6.68 6.68 208.9 2
Unchecked
CHEMBL612545
 IC50 5.0 4.9425 10000.0 4
Vacuolar-type proton translocating pyrophosphatase 1
CHEMBL4386
 IC50 4.36 4.36 43300.0 1
HFF
CHEMBL614071
 IC50 4.12 4.12 76140.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 20.0 nM 7.7 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase IC50 = 210.0 nM 6.68 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 208.93 nM 6.68 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Unchecked IC50 = 10000.0 nM 5.0 Inhibitory activity, for stimulation of TNF-alpha release in gamma-delta T cells... 14711309
Unchecked IC50 = 10232.93 nM 4.99 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
Vacuolar-type proton translocating pyrophosphatase 1 IC50 = 43300.0 nM 4.36 Inhibition of recombinant Trypanosoma brucei soluble vacuolar pyrophosphatase ex... 16162013
HFF IC50 = 76140.0 nM 4.12 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
16162013 10.1021/jm058220g Vacuolar-type proton translocating pyrophosphatase 1 2
14695831 10.1021/jm030084x Entamoeba histolytica 1
14695831 10.1021/jm030084x Plasmodium falciparum 1
14695831 10.1021/jm030084x KB 1
15857119 10.1021/jm040132t HFF 1
15857119 10.1021/jm040132t KB 1
15857119 10.1021/jm040132t ADMET 1
16162013 10.1021/jm058220g KB 1
17149863 10.1021/jm060492b Escherichia coli 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
20185316 10.1016/j.bmc.2010.01.068 Entamoeba histolytica 1
31296439 10.1016/j.bmc.2019.07.004 Trypanosoma cruzi 1

Data from ChEMBL 36 via Core Engine