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

CHEMBL54344

(DIETHYLAMINO)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
CCN(CC)C(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL54344
Name (DIETHYLAMINO)METHYLENEDIPHOSPHONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key CUOTUHGKHSVFHG-UHFFFAOYSA-N
5
Targets
14
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

247.1
MW (Da)
-0.03
ALogP
3
HBA
4
HBD
118.3
PSA (Ų)
0.50
QED
0
Ro5 Violations
5
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 -0.32

Activity Summary

IC50 13 meas. best 4.75
Ki 1 meas. best 5.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Farnesyl pyrophosphate synthase
CHEMBL1782
 Ki 5.77 5.77 1700.0 1
Farnesyl pyrophosphate synthase
CHEMBL1782
 IC50 4.75 4.745 18000.0 2
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 4.74 4.74 18200.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 4.46 4.46 34400.0 2
Entamoeba histolytica
CHEMBL612853
 IC50 4.2 4.2 62600.0 2
Plasmodium falciparum
CHEMBL364
 IC50 4.05 4.045 90000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Farnesyl pyrophosphate synthase Ki = 1700.0 nM 5.77 Binding affinity towards farnesyl Pyrophosphate Synthase using [14C]- isopenteny... 14613320
Farnesyl pyrophosphate synthase IC50 = 18000.0 nM 4.75 Inhibitory activity against farnesyl Pyrophosphate Synthase was determined 14613320
Farnesyl pyrophosphate synthase IC50 = 18200.0 nM 4.74 Inhibitory activity against Leishmania major Farnesyl diphosphate synthase 14695831
Farnesyl pyrophosphate synthase IC50 = 18197.01 nM 4.74 Inhibitory activity against farnesyl Pyrophosphate Synthase expressed as #NAME? ... 14613320
Trypanosoma brucei rhodesiense IC50 = 34400.0 nM 4.46 In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr... 12086478
Trypanosoma brucei rhodesiense IC50 = 34673.69 nM 4.46 Predicted pIC50 against Trypomastigotes Brucei rhodesiense. 12086478
Entamoeba histolytica IC50 = 62600.0 nM 4.2 In vitro growth inhibition against Entamoeba histolytica 14695831
Entamoeba histolytica IC50 = 63000.0 nM 4.2 Antimicrobial activity against Entamoeba histolytica 20185316
Plasmodium falciparum IC50 = 90000.0 nM 4.05 Antimicrobial activity against Plasmodium falciparum 20185316
Plasmodium falciparum IC50 = 90100.0 nM 4.04 In vitro growth inhibition against Plasmodium falciparum 14695831

Literature References

PubMed DOI Target Context # Activities
14711309 10.1021/jm0303709 Unchecked 4
14613320 10.1021/jm0302344 Farnesyl pyrophosphate synthase 3
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
14695831 10.1021/jm030084x ADMET 2
12086478 10.1021/jm0102809 KB 1
12086478 10.1021/jm0102809 ADMET 1
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
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