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

CHEMBL475341

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(C(=O)O)C(OCc1ccccc1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL475341
Phase Preclinical
Structure Type MOL
InChI Key BYOBCYXURWDEDS-UHFFFAOYSA-N
6
Targets
19
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

239.2
MW (Da)
0.07
ALogP
4
HBA
3
HBD
109.8
PSA (Ų)
0.65
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H13NO5
MW 239.23
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 0.31

Activity Summary

IC50 18 meas. best 5.93
Kd 1 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Glutamate transporter homolog
CHEMBL4296295
 Kd 7.0 7.0 100.0 1
Excitatory amino acid transporter 1
CHEMBL3085
 IC50 5.93 5.442 1174.9 5
Excitatory amino acid transporter 2
CHEMBL4973
 IC50 5.86 5.646 1380.4 5
Unchecked
CHEMBL612545
 IC50 5.48 5.48 3300.0 1
Excitatory amino acid transporter 4
CHEMBL3700
 IC50 5.41 5.41 3890.4 2
Excitatory amino acid transporter 3
CHEMBL2721
 IC50 5.29 5.142 5100.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Glutamate transporter homolog Kd = 100.0 nM 7.0 Binding affinity to Pyrococcus horikoshii sodium-coupled aspartate transporter D... 17230192
Excitatory amino acid transporter 1 IC50 = 1174.9 nM 5.93 Inhibition of human EAAT1 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 1 IC50 = 1200.0 nM 5.92 Inhibition of human EAAT1 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 2 IC50 = 1380.38 nM 5.86 Inhibition of human EAAT2 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 2 IC50 = 1400.0 nM 5.85 Inhibition of human EAAT2 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 2 IC50 = 1995.26 nM 5.7 Inhibition of glutamate-induced depolarization in human EAAT2 expressed in HEK29... 18578477
Excitatory amino acid transporter 2 IC50 = 2200.0 nM 5.66 Inhibition of glutamate-induced depolarization in human EAAT2 expressed in HEK29... 18578477
Excitatory amino acid transporter 1 IC50 = 2900.0 nM 5.54 Inhibition of glutamate-induced depolarization in human EAAT1 expressed in HEK29... 18578477
Excitatory amino acid transporter 1 IC50 = 3162.28 nM 5.5 Inhibition of glutamate-induced depolarization in human EAAT1 expressed in HEK29... 18578477
Unchecked IC50 = 3300.0 nM 5.48 Inhibition of [3H]L-aspartate uptake at Pyrococcus horikoshii sodium-coupled asp... 17230192
Excitatory amino acid transporter 4 IC50 = 3900.0 nM 5.41 Inhibition of rat EAAT4 transfected in human tsA201 cells assessed as inhibition... 33214831
Excitatory amino acid transporter 4 IC50 = 3890.45 nM 5.41 Inhibition of rat EAAT4 transfected in human tsA201 cells assessed as inhibition... 33214831
Excitatory amino acid transporter 3 IC50 = 5100.0 nM 5.29 Inhibition of human EAAT3 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 3 IC50 = 5128.61 nM 5.29 Inhibition of human EAAT3 transfected in HEK293 cells assessed as inhibition of ... 33214831
Excitatory amino acid transporter 2 IC50 = 7000.0 nM 5.16 Concentration required for blocking [14C]glutamate uptake in COS-1 cells express... 11078189
Excitatory amino acid transporter 3 IC50 = 8000.0 nM 5.1 Concentration required for blocking [14C]glutamate uptake in COS-1 cells express... 11078189
Excitatory amino acid transporter 3 IC50 = 9300.0 nM 5.03 Inhibition of glutamate-induced depolarization in human EAAT3 expressed in HEK29... 18578477
Excitatory amino acid transporter 3 IC50 = 10000.0 nM 5.0 Inhibition of glutamate-induced depolarization in human EAAT3 expressed in HEK29... 18578477
Excitatory amino acid transporter 1 IC50 = 48000.0 nM 4.32 Concentration required for blocking [14C]glutamate uptake in COS-1 cells express... 11078189

Literature References

PubMed DOI Target Context # Activities
11078189 10.1016/s0960-894x(00)00487-x Excitatory amino acid transporter 1 3
11078189 10.1016/s0960-894x(00)00487-x Excitatory amino acid transporter 2 3
11078189 10.1016/s0960-894x(00)00487-x Excitatory amino acid transporter 3 3
19161278 10.1021/jm8013458 Excitatory amino acid transporter 1 2
19161278 10.1021/jm8013458 Excitatory amino acid transporter 2 2
19161278 10.1021/jm8013458 Excitatory amino acid transporter 3 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 1 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 2 2
18578477 10.1021/jm800091e Excitatory amino acid transporter 3 2
33214831 10.1021/acsmedchemlett.0c00342 Excitatory amino acid transporter 4 2
33214831 10.1021/acsmedchemlett.0c00342 Excitatory amino acid transporter 1 2
33214831 10.1021/acsmedchemlett.0c00342 Excitatory amino acid transporter 2 2
33214831 10.1021/acsmedchemlett.0c00342 Excitatory amino acid transporter 3 2
17230192 10.1038/nature05455 Unchecked 1
17230192 10.1038/nature05455 Glutamate transporter homolog 1

Data from ChEMBL 36 via Core Engine