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Compound Detail

CHEMBL52251

(OCTYLAMINO)METHYLENEDIPHOSPHONIC ACID
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CCCCCCCCNC(P(=O)(O)O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL52251
Name (OCTYLAMINO)METHYLENEDIPHOSPHONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key QRUSMKZYPLUSKQ-UHFFFAOYSA-N
6
Targets
12
Activities
1
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

303.2
MW (Da)
1.58
ALogP
3
HBA
5
HBD
127.1
PSA (Ų)
0.31
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C9H23NO6P2
MW 303.23
Aromatic Rings 0
Heavy Atoms 18
NP-Likeness 0.19

Activity Summary

IC50 12 meas. best 6.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 6.31 6.305 490.0 2
Farnesyl pyrophosphate synthase
CHEMBL3693
 IC50 5.97 5.97 1060.0 1
Trypanosoma brucei rhodesiense
CHEMBL612348
 IC50 5.77 5.77 1698.2 2
Geranylgeranyl pyrophosphate synthase
CHEMBL4769
 IC50 5.66 5.66 2200.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.92 4.8975 12000.0 4
Entamoeba histolytica
CHEMBL612853
 IC50 4.51 4.51 31000.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 490.0 nM 6.31 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Unchecked IC50 = 501.19 nM 6.3 Inhibition of Plasmodium vivax FPPS expressed in Escherichia coli BL21 by spectr... 19053772
Farnesyl pyrophosphate synthase IC50 = 1060.0 nM 5.97 Inhibitory activity against Leishmania major Farnesyl diphosphate synthase 14695831
Trypanosoma brucei rhodesiense IC50 = 1700.0 nM 5.77 In vitro growth inhibition of bloodstream-form Trypanosoma brucei rhodesiense Tr... 12086478
Trypanosoma brucei rhodesiense IC50 = 1698.24 nM 5.77 Log IC50 brucei Trypomastigotes 12086478
Geranylgeranyl pyrophosphate synthase IC50 = 2200.0 nM 5.66 Inhibitory activity against the human recombinant geranylgeranyl diphosphate syn... 12014956
Plasmodium falciparum IC50 = 12000.0 nM 4.92 Growth inhibition of Plasmodium falciparum 19053772
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Growth inhibition of Plasmodium falciparum 19053772
Plasmodium falciparum IC50 = 13000.0 nM 4.89 Antimicrobial activity against Plasmodium falciparum 20185316
Plasmodium falciparum IC50 = 13300.0 nM 4.88 In vitro growth inhibition against Plasmodium falciparum 14695831
Entamoeba histolytica IC50 = 31100.0 nM 4.51 In vitro growth inhibition against Entamoeba histolytica 14695831
Entamoeba histolytica IC50 = 31000.0 nM 4.51 Antimicrobial activity against Entamoeba histolytica 20185316

Literature References

PubMed DOI Target Context # Activities
12086478 10.1021/jm0102809 Trypanosoma brucei rhodesiense 2
14695831 10.1021/jm030084x ADMET 2
19053772 10.1021/jm8009074 Unchecked 2
19053772 10.1021/jm8009074 Plasmodium falciparum 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
14695831 10.1021/jm030084x Unchecked 1
12014956 10.1021/jm010412y Geranylgeranyl pyrophosphate synthase 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