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Compound Detail

CHEMBL1164505

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COc1ccc(C2(O)CCN(CCCn3c4ccccc4c4ccccc43)CC2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1164505
Phase Preclinical
Structure Type MOL
InChI Key XZPJYOWZGPSDDJ-UHFFFAOYSA-N
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

414.6
MW (Da)
5.18
ALogP
4
HBA
1
HBD
37.6
PSA (Ų)
0.47
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H30N2O2
MW 414.55
Aromatic Rings 4
Heavy Atoms 31
NP-Likeness -0.45

Activity Summary

IC50 5 meas. best 5.85
Ki 3 meas. best 5.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA transporter 3
CHEMBL5205
 IC50 5.85 5.85 1400.0 1
Sodium- and chloride-dependent betaine transporter
CHEMBL3715
 Ki 5.8 5.8 1600.0 1
Unchecked
CHEMBL612545
 IC50 5.48 5.15 3340.0 2
Sodium- and chloride-dependent GABA transporter 3
CHEMBL5208
 Ki 5.21 5.21 6100.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 IC50 4.72 4.72 19000.0 1
Sodium- and chloride-dependent GABA transporter 1
CHEMBL1903
 Ki 4.57 4.57 27000.0 1
GABA transporter 4
CHEMBL3699
 IC50 4.39 4.39 41000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA transporter 3 IC50 = 1400.0 nM 5.85 Inhibition of mouse GAT2-mediated [3H]GABA uptake expressed in human HEK cells 21353350
Sodium- and chloride-dependent betaine transporter Ki = 1600.0 nM 5.8 Binding affinity to BGT-1 20219271
Unchecked IC50 = 3340.0 nM 5.48 Inhibition of GAT3-mediated [3H]GABA uptake in porcine brain stem 20219271
Sodium- and chloride-dependent GABA transporter 3 Ki = 6100.0 nM 5.21 Binding affinity to GAT3 20219271
Unchecked IC50 = 15000.0 nM 4.82 Inhibition of mouse GAT4-mediated [3H]GABA uptake expressed in human HEK cells 21353350
Sodium- and chloride-dependent GABA transporter 1 IC50 = 19000.0 nM 4.72 Inhibition of mouse GAT1-mediated [3H]GABA uptake expressed in human HEK cells 21353350
Sodium- and chloride-dependent GABA transporter 1 Ki = 27000.0 nM 4.57 Binding affinity to GAT1 20219271
GABA transporter 4 IC50 = 41000.0 nM 4.39 Inhibition of mouse GAT3-mediated [3H]GABA uptake expressed in human HEK cells 21353350

Literature References

PubMed DOI Target Context # Activities
20219271 10.1016/j.ejmech.2010.02.029 Unchecked 2
20219271 10.1016/j.ejmech.2010.02.029 Sodium- and chloride-dependent GABA transporter 3 1
20219271 10.1016/j.ejmech.2010.02.029 Sodium- and chloride-dependent GABA transporter 1 1
20219271 10.1016/j.ejmech.2010.02.029 Sodium- and chloride-dependent betaine transporter 1
21353350 10.1016/j.ejmech.2011.01.042 Sodium- and chloride-dependent GABA transporter 1 1
21353350 10.1016/j.ejmech.2011.01.042 GABA transporter 3 1
21353350 10.1016/j.ejmech.2011.01.042 GABA transporter 4 1
21353350 10.1016/j.ejmech.2011.01.042 Unchecked 1

Data from ChEMBL 36 via Core Engine