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

CHEMBL1257519

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
N[C@H](C(=O)O)[C@H](OCc1cccc(NC(=O)c2ccc(C(F)(F)F)cc2)c1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1257519
Phase Preclinical
Structure Type MOL
InChI Key LPWONNPEPDHEAI-GJZGRUSLSA-N
5
Targets
18
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

426.4
MW (Da)
2.34
ALogP
5
HBA
4
HBD
138.9
PSA (Ų)
0.51
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H17F3N2O6
MW 426.35
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.76

Activity Summary

IC50 18 meas. best 8.45

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Excitatory amino acid transporter 1
CHEMBL3085
 IC50 8.45 7.782 3.5 5
Excitatory amino acid transporter 2
CHEMBL4973
 IC50 8.0 7.862 10.0 5
Excitatory amino acid transporter 4
CHEMBL3700
 IC50 7.4 7.4 39.8 2
Excitatory amino acid transporter 3
CHEMBL2721
 IC50 6.93 6.682 117.5 5
Glutamate NMDA receptor
CHEMBL1907608
 IC50 4.31 4.31 49000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Excitatory amino acid transporter 1 IC50 = 3.548 nM 8.45 Inhibition of human EAAT1 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 1 IC50 = 3.6 nM 8.44 Inhibition of human EAAT1 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 2 IC50 = 10.0 nM 8.0 Inhibition of human EAAT2 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 2 IC50 = 10.0 nM 8.0 Inhibition of human EAAT2 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 2 IC50 = 17.0 nM 7.77 Inhibition of human GLT1 expressed in Xenopus laevis Oocytes assessed as reducti... 20812729
Excitatory amino acid transporter 2 IC50 = 17.0 nM 7.77 Inhibition of EAAT2 (unknown origin) transiently expressed in COS1 cells by [14C... 31774679
Excitatory amino acid transporter 2 IC50 = 17.0 nM 7.77 Inhibition of human EAAT2 transfected in African green monkey COS-1 cells assess... 36787643
Excitatory amino acid transporter 1 IC50 = 22.0 nM 7.66 Inhibition of EAAT1 (unknown origin) transiently expressed in COS1 cells by [14C... 31774679
Excitatory amino acid transporter 1 IC50 = 22.0 nM 7.66 Inhibition of human EAAT1 transfected in African green monkey COS-1 cells assess... 36787643
Excitatory amino acid transporter 4 IC50 = 40.0 nM 7.4 Inhibition of rat EAAT4 expressed in tsA201 cells assessed as reduction in [3H]-... 30011368
Excitatory amino acid transporter 4 IC50 = 39.81 nM 7.4 Inhibition of rat EAAT4 expressed in tsA201 cells assessed as reduction in [3H]-... 30011368
Excitatory amino acid transporter 3 IC50 = 117.49 nM 6.93 Inhibition of human EAAT3 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 3 IC50 = 120.0 nM 6.92 Inhibition of human EAAT3 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 1 IC50 = 200.0 nM 6.7 Inhibition of the Excitatory Amino Acid Transporter 1 (EAAT1, SLC1A3) as assesse... 35677430
Excitatory amino acid transporter 3 IC50 = 300.0 nM 6.52 Inhibition of human EAAC1 expressed in Xenopus laevis Oocytes assessed as reduct... 20812729
Excitatory amino acid transporter 3 IC50 = 300.0 nM 6.52 Inhibition of EAAT3 (unknown origin) transiently expressed in COS1 cells by [14C... 31774679
Excitatory amino acid transporter 3 IC50 = 300.0 nM 6.52 Inhibition of human EAAT3 transfected in African green monkey COS-1 cells assess... 36787643
Glutamate NMDA receptor IC50 = 49000.0 nM 4.31 Displacement of [3H]CGP39653 from rat brain synaptic membranes NMDA receptor 31774679

Literature References

PubMed DOI Target Context # Activities
30011368 10.1021/acs.jmedchem.8b00700 Excitatory amino acid transporter 1 2
30011368 10.1021/acs.jmedchem.8b00700 Excitatory amino acid transporter 2 2
30011368 10.1021/acs.jmedchem.8b00700 Excitatory amino acid transporter 3 2
30011368 10.1021/acs.jmedchem.8b00700 Excitatory amino acid transporter 4 2
36787643 10.1021/acs.jmedchem.2c01572 Unchecked 2
35677430 10.3389/fphar.2022.872335 Excitatory amino acid transporter 1 1
- 10.6019/CHEMBL5724796 Bromodomain-containing protein 4 1
- 10.6019/CHEMBL5724796 Aurora kinase A 1
- 10.6019/CHEMBL5724796 Mitogen-activated protein kinase 1 1
- 10.6019/CHEMBL5724796 Glycogen synthase kinase-3 beta 1
- 10.6019/CHEMBL5724796 Cyclin-dependent kinase 2 1
- 10.6019/CHEMBL5724796 Casein kinase I isoform delta 1
36787643 10.1021/acs.jmedchem.2c01572 Excitatory amino acid transporter 2 1
36787643 10.1021/acs.jmedchem.2c01572 Excitatory amino acid transporter 1 1
36787643 10.1021/acs.jmedchem.2c01572 Excitatory amino acid transporter 3 1
20812729 10.1021/jm100959g Excitatory amino acid transporter 2 1
31774679 10.1021/acs.jmedchem.9b01237 Glutamate NMDA receptor 1
31774679 10.1021/acs.jmedchem.9b01237 Excitatory amino acid transporter 3 1
31774679 10.1021/acs.jmedchem.9b01237 Excitatory amino acid transporter 2 1
31774679 10.1021/acs.jmedchem.9b01237 Excitatory amino acid transporter 1 1

Data from ChEMBL 36 via Core Engine