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

CHEMBL4205254

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
CCOC(=O)C1CN(CCn2c(=O)[nH]c3ccccc3c2=O)CCC1c1ccc(F)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4205254
Phase Preclinical
Structure Type MOL
InChI Key ZYKGPZCLGUYTEM-UHFFFAOYSA-N
3
Targets
11
Activities
3
Assay Types
0
PK Parameters
7
Publications
0
Known Names

Molecular Properties

439.5
MW (Da)
2.50
ALogP
6
HBA
1
HBD
84.4
PSA (Ų)
0.60
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 C24H26FN3O4
MW 439.49
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.96

Activity Summary

Ki 6 meas. best 7.21
IC50 4 meas. best 8.47
Kd 1 meas. best 7.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Synaptic vesicular amine transporter
CHEMBL4295886
 IC50 8.47 8.325 3.4 2
Synaptic vesicular amine transporter
CHEMBL1893
 IC50 7.8 7.545 16.0 2
Synaptic vesicular amine transporter
CHEMBL1893
 Ki 7.21 6.4025 62.0 4
Synaptic vesicular amine transporter
CHEMBL1893
 Kd 7.03 7.03 93.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.61 5.305 2440.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Synaptic vesicular amine transporter IC50 = 3.39 nM 8.47 Inhibition of VMAT2 in C57Bl/6J mouse striatal membranes assessed as reduction i... 30240563
Synaptic vesicular amine transporter IC50 = 6.6 nM 8.18 Inhibition of VMAT2 in C57Bl/6J mouse striatal membranes assessed as reduction i... 30240563
Synaptic vesicular amine transporter IC50 = 16.0 nM 7.8 Inhibition of human VMAT2 expressed in HEK293 cell membranes assessed as reducti... 30240563
Synaptic vesicular amine transporter IC50 = 51.1 nM 7.29 Inhibition of human VMAT2 expressed in HEK293 cell membranes assessed as reducti... 30240563
Synaptic vesicular amine transporter Ki = 62.0 nM 7.21 Displacement of [3H]reserpine from human VMAT2 expressed in HEK293 cell membrane... 30240563
Synaptic vesicular amine transporter Kd = 93.0 nM 7.03 Displacement of [3H](+)-syn-Ethyl 1-(2-(2,4-Dioxo-1,2-dihydroquinazolin-3(4H)-yl... 30240563
Synaptic vesicular amine transporter Ki = 179.0 nM 6.75 Displacement of [3H]reserpine from human VMAT2 expressed in HEK293 cell membrane... 30240563
Synaptic vesicular amine transporter Ki = 290.0 nM 6.54 Displacement of [3H](+)-syn-Ethyl 1-(2-(2,4-Dioxo-1,2-dihydroquinazolin-3(4H)-yl... 30240563
Sodium-dependent dopamine transporter Ki = 2440.0 nM 5.61 Displacement of [125I]RTI-55 from human DAT expressed in HEK293 cell membranes 30240563
Synaptic vesicular amine transporter Ki = 7800.0 nM 5.11 Displacement of [3H]DHTB from human VMAT2 expressed in HEK293 cell membranes inc... 30240563
Sodium-dependent dopamine transporter Ki = 9900.0 nM 5.0 Displacement of [125I]RTI-55 from human DAT expressed in HEK293 cell membranes 30240563

Literature References

PubMed DOI Target Context # Activities
30240563 10.1021/acs.jmedchem.8b00542 Synaptic vesicular amine transporter 10
30240563 10.1021/acs.jmedchem.8b00542 5-hydroxytryptamine receptor 2A 2
30240563 10.1021/acs.jmedchem.8b00542 Sodium-dependent dopamine transporter 2
30240563 10.1021/acs.jmedchem.8b00542 5-hydroxytryptamine receptor 1A 2
30240563 10.1021/acs.jmedchem.8b00542 HEK293 2
30240563 10.1021/acs.jmedchem.8b00542 Sodium-dependent serotonin transporter 1
30240563 10.1021/acs.jmedchem.8b00542 Sodium-dependent noradrenaline transporter 1

Data from ChEMBL 36 via Core Engine