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

CHEMBL1090914

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
NC(CCc1ccccc1)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1090914
Phase Preclinical
Structure Type MOL
InChI Key NAPHUBPIUWHFCT-UHFFFAOYSA-N
6
Targets
9
Activities
2
Assay Types
0
PK Parameters
10
Publications
0
Known Names

Molecular Properties

215.2
MW (Da)
1.08
ALogP
2
HBA
3
HBD
83.5
PSA (Ų)
0.66
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 C9H14NO3P
MW 215.19
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 0.33

Activity Summary

Ki 7 meas. best 9.1
IC50 2 meas. best 4.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aminopeptidase N
CHEMBL1907
 Ki 9.1 9.1 0.8 1
Unchecked
CHEMBL612545
 Ki 8.97 7.91 1.1 2
Aminopeptidase N
CHEMBL2590
 Ki 8.4 6.6 4.0 2
Cytosol aminopeptidase
CHEMBL5624
 Ki 8.34 8.34 4.5 1
Plasmodium falciparum
CHEMBL364
 IC50 4.66 4.66 22000.0 1
Endoplasmic reticulum aminopeptidase 1
CHEMBL5939
 Ki 4.57 4.57 26900.0 1
Aminopeptidase N
CHEMBL2590
 IC50 4.34 4.34 46000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aminopeptidase N Ki = 0.79 nM 9.1 Inhibition of human recombinant alanyl aminopeptidase after 30 to 60 mins by mor... 25192493
Unchecked Ki = 1.06 nM 8.97 Inhibition of Neisseria meningitidis recombinant alanyl aminopeptidase after 30 ... 25192493
Aminopeptidase N Ki = 3.96 nM 8.4 Inhibition of pig recombinant alanyl aminopeptidase after 30 to 60 mins by morri... 25192493
Cytosol aminopeptidase Ki = 4.55 nM 8.34 Inhibition of pig recombinant leucine aminopeptidase after 30 to 60 mins by morr... 25192493
Unchecked Ki = 140.0 nM 6.85 Inhibition of porcine kidney leucyl aminopeptidase 18458130
Aminopeptidase N Ki = 15900.0 nM 4.8 Inhibition of pig kidney microsomal aminopeptidase N 18458130
Plasmodium falciparum IC50 = 22000.0 nM 4.66 Antimalarial activity against Plasmodium falciparum 3D7 infected in O-positive h... 18458130
Endoplasmic reticulum aminopeptidase 1 Ki = 26900.0 nM 4.57 Inhibition of human ERAP1 preincubated for 30 to 60 mins followed by addition of... 27390066
Aminopeptidase N IC50 = 46000.0 nM 4.34 Inhibition of pig kidney aminopeptidase N using Leu-AMC as substrate 20347318

Literature References

PubMed DOI Target Context # Activities
18458130 10.1128/aac.01327-07 Leucine aminopeptidase 5
18458130 10.1128/aac.01327-07 Plasmodium falciparum 3
25192493 10.1021/jm501071f Aminopeptidase N 2
20347318 10.1016/j.bmc.2010.02.056 Aminopeptidase N 1
18458130 10.1128/aac.01327-07 Unchecked 1
18458130 10.1128/aac.01327-07 Aminopeptidase N 1
25192493 10.1021/jm501071f Unchecked 1
25192493 10.1021/jm501071f Cytosol aminopeptidase 1
27390066 10.1016/j.bmcl.2016.06.062 Endoplasmic reticulum aminopeptidase 2 1
27390066 10.1016/j.bmcl.2016.06.062 Endoplasmic reticulum aminopeptidase 1 1

Data from ChEMBL 36 via Core Engine