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Compound Detail

CHEMBL293479

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O=P(O)(O)C(Nc1ccc(-c2ccccc2)cc1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL293479
Phase Preclinical
Structure Type MOL
InChI Key BHTYFFISFVNOLJ-UHFFFAOYSA-N
5
Targets
10
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

343.2
MW (Da)
2.40
ALogP
3
HBA
5
HBD
127.1
PSA (Ų)
0.53
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 C13H15NO6P2
MW 343.21
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.35

Activity Summary

IC50 10 meas. best 5.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 14
CHEMBL3510
 IC50 5.08 5.08 8214.0 1
Entamoeba histolytica
CHEMBL612853
 IC50 5.06 5.055 8760.0 2
Neutrophil collagenase
CHEMBL4588
 IC50 4.52 4.52 30000.0 1
Matrix metalloproteinase-14
CHEMBL3869
 IC50 4.47 4.47 33500.0 1
Plasmodium falciparum
CHEMBL364
 IC50 4.12 4.115 76600.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 14 IC50 = 8214.0 nM 5.08 Inhibition of human recombinant carbonic anhydrase 14 preincubated for 15 mins b... 24650641
Entamoeba histolytica IC50 = 8760.0 nM 5.06 In vitro growth inhibition against Entamoeba histolytica 14695831
Entamoeba histolytica IC50 = 9000.0 nM 5.05 Antimicrobial activity against Entamoeba histolytica 20185316
Neutrophil collagenase IC50 = 30000.0 nM 4.52 Inhibition of MMP8 catalytic domain (unknown origin) using Mca-Pro-Leu-Gly-Leu-D... 24071448
Matrix metalloproteinase-14 IC50 = 33500.0 nM 4.47 Inhibition of MMP14 catalytic domain (unknown origin) using Mca-Pro-Leu-Gly-Leu-... 24071448
Plasmodium falciparum IC50 = 76600.0 nM 4.12 In vitro growth inhibition against Plasmodium falciparum 14695831
Plasmodium falciparum IC50 = 77000.0 nM 4.11 Antimicrobial activity against Plasmodium falciparum 20185316

Literature References

PubMed DOI Target Context # Activities
17149863 10.1021/jm060492b Escherichia coli 3
14695831 10.1021/jm030084x ADMET 2
16162013 10.1021/jm058220g Vacuolar-type proton translocating pyrophosphatase 1 2
18789701 10.1016/j.bmc.2008.08.047 Unchecked 2
20185316 10.1016/j.bmc.2010.01.068 Entamoeba histolytica 1
24650641 10.1016/j.bmcl.2014.03.001 Carbonic anhydrase 14 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
14695831 10.1021/jm030084x Entamoeba histolytica 1
20185316 10.1016/j.bmc.2010.01.068 Plasmodium falciparum 1
16162013 10.1021/jm058220g KB 1
14695831 10.1021/jm030084x Squalene synthase 1
14695831 10.1021/jm030084x KB 1

Data from ChEMBL 36 via Core Engine