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

CHEMBL75035

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
COc1ccc(C(OCCN2CCC[C@H](C(=O)O)C2)(c2ccc(OC)cc2)c2ccc(OC)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL75035
Phase Preclinical
Structure Type MOL
InChI Key VDLDUZLDZBVOAS-QFIPXVFZSA-N
9
Targets
63
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

505.6
MW (Da)
4.82
ALogP
6
HBA
1
HBD
77.5
PSA (Ų)
0.37
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H35NO6
MW 505.61
Aromatic Rings 3
Heavy Atoms 37
NP-Likeness -0.45

Activity Summary

IC50 59 meas. best 5.97
Ki 4 meas. best 4.56

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 5.97 5.32 1080.0 4
Sodium- and chloride-dependent GABA transporter 3
CHEMBL5208
 IC50 5.95 5.5467 1120.0 6
GABA transporter 4
CHEMBL3699
 IC50 5.81 5.4981 1548.8 16
GABA transporter 3
CHEMBL5205
 IC50 5.3 5.035 5011.9 8
Sodium- and chloride-dependent GABA transporter 2
CHEMBL4535
 IC50 4.92 4.92 11900.0 2
Sodium- and chloride-dependent GABA transporter 2
CHEMBL4889
 IC50 4.68 4.68 20893.0 2
GABA transporter 2
CHEMBL4228
 IC50 4.66 4.585 22000.0 2
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 Ki 4.56 4.56 27542.3 4
Sodium- and chloride-dependent betaine transporter
CHEMBL3715
 IC50 4.14 4.14 71700.0 2
Sodium- and chloride-dependent GABA transporter 1
CHEMBL5445
 IC50 4.07 4.07 85000.0 11

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 1080.0 nM 5.97 Inhibition of GAT3-mediated [3H]GABA uptake in bovine brain stem 20219271
Sodium- and chloride-dependent GABA transporter 3 IC50 = 1120.0 nM 5.95 Inhibition of human GAT3 transfected in CHO cells assessed as [3H]GABA uptake af... 25147609
Sodium- and chloride-dependent GABA transporter 3 IC50 = 1120.0 nM 5.95 Inhibition of human GAT3 transfected in CHO cells assessed as [3H]GABA uptake af... 23886812
GABA transporter 4 IC50 = 1548.82 nM 5.81 Inhibition of [3H]GABA uptake at mouse GAT4 expressed in HEK cells 18395300
GABA transporter 4 IC50 = 1548.82 nM 5.81 Inhibition of mouse GAT4 expressed in HEK293 cells by [3H]GABA uptake assay 25698617
GABA transporter 4 IC50 = 1548.82 nM 5.81 Inhibition of mouse GAT4 expressed in HEK293 cell line assessed as inhibition of... 31901745
GABA transporter 4 IC50 = 1548.82 nM 5.81 Inhibition of mouse GAT4 expressed in human HEK293 cell line assessed as inhibit... 34015586
GABA transporter 4 IC50 = 1949.84 nM 5.71 Inhibition of mouse GAT4 expressed in HEK293 cells assessed as decrease in [3H]G... 29886082
GABA transporter 4 IC50 = 1949.84 nM 5.71 Inhibition of mouse GAT4 expressed in HEK293 cells assessed as reduction in [3H]... 30718063
GABA transporter 4 IC50 = 1949.84 nM 5.71 Inhibition of mouse GAT4 expressed in HEK293 cells assessed as decrease in [3H]G... 24973660
Unchecked IC50 = 1949.84 nM 5.71 Inhibition of mouse GAT4-mediated [3H]GABA uptake stably transfected in HEK293 c... 23859778
GABA transporter 4 IC50 = 1949.84 nM 5.71 Inhibition of GABA uptake at murine GAT-3 expressed in HEK293 cells 23770450
GABA transporter 4 IC50 = 2238.72 nM 5.65 Inhibition of mouse GAT4 expressed in HEK cells assessed as reduction in [3H]GAB... 30503411
Unchecked IC50 = 3000.0 nM 5.52 Inhibition of mouse GAT4-mediated [3H]GABA uptake expressed in human HEK cells 21353350
Sodium- and chloride-dependent GABA transporter 3 IC50 = 3311.31 nM 5.48 Inhibition of human GAT3 expressed in COS7 cells assessed as reduction in [2H6]G... 30503411
Sodium- and chloride-dependent GABA transporter 3 IC50 = 5000.0 nM 5.3 Inhibitory activity against human sodium and chloride dependent GABA transporter... 8057281
GABA transporter 3 IC50 = 5011.87 nM 5.3 Inhibition of mouse GAT3 expressed in HEK293 cells by [3H]GABA uptake assay 25698617
Sodium- and chloride-dependent GABA transporter 3 IC50 = 5000.0 nM 5.3 Binding affinity to GAT3 20219271
Sodium- and chloride-dependent GABA transporter 3 IC50 = 5011.87 nM 5.3 Inhibition of human GAT3 assessed as [3H]GABA uptake 21940173
GABA transporter 4 IC50 = 5128.61 nM 5.29 Inhibition of mouse GAT3 expressed in HEK293 cells assessed as reduction in [3H]... 30718063

Literature References

PubMed DOI Target Context # Activities
23859778 10.1016/j.bmc.2013.06.038 Mus musculus 12
24973660 10.1016/j.ejmech.2014.06.024 Mus musculus 8
20219271 10.1016/j.ejmech.2010.02.029 Unchecked 3
23859778 10.1016/j.bmc.2013.06.038 Sodium- and chloride-dependent GABA transporter 1 2
30718063 10.1016/j.bmc.2019.01.024 GABA transporter 4 2
21940173 10.1016/j.bmc.2011.08.039 Unchecked 2
31901745 10.1016/j.ejmech.2019.111920 GABA transporter 4 2
29886082 10.1016/j.bmc.2018.05.049 GABA transporter 4 2
34015586 10.1016/j.ejmech.2021.113512 GABA transporter 4 2
29886082 10.1016/j.bmc.2018.05.049 Sodium- and chloride-dependent GABA transporter 1 2
24973660 10.1016/j.ejmech.2014.06.024 Sodium- and chloride-dependent GABA transporter 1 2
30718063 10.1016/j.bmc.2019.01.024 Sodium- and chloride-dependent GABA transporter 1 2
21353350 10.1016/j.ejmech.2011.01.042 Sodium- and chloride-dependent GABA transporter 1 1
21353350 10.1016/j.ejmech.2011.01.042 Unchecked 1
21353350 10.1016/j.ejmech.2011.01.042 GABA transporter 4 1
21353350 10.1016/j.ejmech.2011.01.042 GABA transporter 3 1
34015586 10.1016/j.ejmech.2021.113512 GABA transporter 2 1
18395300 10.1016/j.ejmech.2008.01.005 GABA transporter 3 1
18395300 10.1016/j.ejmech.2008.01.005 Sodium- and chloride-dependent GABA transporter 1 1
8057281 10.1021/jm00041a012 Sodium- and chloride-dependent GABA transporter 3 1

Data from ChEMBL 36 via Core Engine