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Compound Detail

CHEMBL191613

2,4-DICHLOROPHENYLAMINOMETHYLENEBISPHOSPHONIC ACID
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O=P(O)(O)C(Nc1ccc(Cl)cc1Cl)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL191613
Name 2,4-DICHLOROPHENYLAMINOMETHYLENEBISPHOSPHONIC ACID
Phase Preclinical
Structure Type MOL
InChI Key KASHBTOPZJTDFP-UHFFFAOYSA-N
4
Targets
9
Activities
1
Assay Types
0
PK Parameters
19
Publications
0
Known Names

Molecular Properties

336.0
MW (Da)
2.04
ALogP
3
HBA
5
HBD
127.1
PSA (Ų)
0.53
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 C7H9Cl2NO6P2
MW 336.00
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.85

Activity Summary

IC50 9 meas. best 5.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vacuolar-type proton translocating pyrophosphatase 1
CHEMBL4386
 IC50 5.37 5.37 4300.0 1
Carbonic anhydrase 1
CHEMBL261
 IC50 5.15 5.15 7136.0 1
Carbonic anhydrase 14
CHEMBL3510
 IC50 5.13 5.13 7461.0 1
Glutamine synthetase, chloroplastic
CHEMBL2285357
 IC50 4.67 4.67 21183.6 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vacuolar-type proton translocating pyrophosphatase 1 IC50 = 4300.0 nM 5.37 Inhibition of recombinant Trypanosoma brucei soluble vacuolar pyrophosphatase ex... 16162013
Carbonic anhydrase 1 IC50 = 7136.0 nM 5.15 Inhibition of human recombinant carbonic anhydrase 1 preincubated for 15 mins by... 24650641
Carbonic anhydrase 14 IC50 = 7461.0 nM 5.13 Inhibition of human recombinant carbonic anhydrase 14 preincubated for 15 mins b... 24650641
Glutamine synthetase, chloroplastic IC50 = 21183.61 nM 4.67 Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutam... 19697446
Glutamine synthetase, chloroplastic IC50 = 21200.0 nM 4.67 Inhibition of Zea mays cv. Jeff (maize) leaf glutamine synthetase using L-glutam... 19697446

Literature References

PubMed DOI Target Context # Activities
19697446 10.1002/ps.1830 Glutamine synthetase, chloroplastic 3
16162013 10.1021/jm058220g Vacuolar-type proton translocating pyrophosphatase 1 2
16392806 10.1021/jm0582625 Hexokinase 2
18399639 10.1021/jf800029t Pyrroline-5-carboxylate reductase 2
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 14 1
15857119 10.1021/jm040132t HFF 1
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 12 1
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 9 1
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 2 1
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 1 1
24071448 10.1016/j.bmc.2013.08.054 72 kDa type IV collagenase 1
24071448 10.1016/j.bmc.2013.08.054 Neutrophil collagenase 1
24071448 10.1016/j.bmc.2013.08.054 Matrix metalloproteinase-9 1
24071448 10.1016/j.bmc.2013.08.054 Matrix metalloproteinase-14 1
24071448 10.1016/j.bmc.2013.08.054 Hydroxyapatite 1
24071448 10.1016/j.bmc.2013.08.054 NON-PROTEIN TARGET 1
24071448 10.1016/j.bmc.2013.08.054 HepG2 1
17149863 10.1021/jm060492b Escherichia coli 1
16162013 10.1021/jm058220g KB 1

Data from ChEMBL 36 via Core Engine