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Compound Detail

CHEMBL4176427

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N[C@H](C(=O)O)[C@H](OCc1cccc(NC(=O)CCc2ccc(C(F)(F)F)cc2)c1)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4176427
Phase Preclinical
Structure Type MOL
InChI Key FKWBPFZLNZBTPN-ROUUACIJSA-N
4
Targets
8
Activities
1
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

454.4
MW (Da)
2.66
ALogP
5
HBA
4
HBD
138.9
PSA (Ų)
0.43
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H21F3N2O6
MW 454.40
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.65

Activity Summary

IC50 8 meas. best 8.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Excitatory amino acid transporter 1
CHEMBL3085
 IC50 8.9 8.595 1.3 2
Excitatory amino acid transporter 2
CHEMBL4973
 IC50 7.75 7.745 18.0 2
Excitatory amino acid transporter 4
CHEMBL3700
 IC50 7.36 7.355 44.0 2
Excitatory amino acid transporter 3
CHEMBL2721
 IC50 6.98 6.97 104.7 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Excitatory amino acid transporter 1 IC50 = 1.259 nM 8.9 Inhibition of human EAAT1 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 1 IC50 = 5.1 nM 8.29 Inhibition of human EAAT1 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 2 IC50 = 18.0 nM 7.75 Inhibition of human EAAT2 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 2 IC50 = 18.2 nM 7.74 Inhibition of human EAAT2 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 4 IC50 = 44.0 nM 7.36 Inhibition of rat EAAT4 expressed in tsA201 cells assessed as reduction in [3H]-... 30011368
Excitatory amino acid transporter 4 IC50 = 44.67 nM 7.35 Inhibition of rat EAAT4 expressed in tsA201 cells assessed as reduction in [3H]-... 30011368
Excitatory amino acid transporter 3 IC50 = 104.71 nM 6.98 Inhibition of human EAAT3 expressed in HEK293 cells assessed as reduction in [3H... 30011368
Excitatory amino acid transporter 3 IC50 = 110.0 nM 6.96 Inhibition of human EAAT3 expressed in HEK293 cells assessed as reduction in [3H... 30011368

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

Data from ChEMBL 36 via Core Engine