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

CHEMBL403441

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
CCOc1ccccc1C[C@H](c1ccccc1)N1CCNCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL403441
Phase Preclinical
Structure Type MOL
InChI Key CVFBVSUFNWOPLD-LJQANCHMSA-N
7
Targets
14
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

310.4
MW (Da)
3.27
ALogP
3
HBA
1
HBD
24.5
PSA (Ų)
0.89
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 C20H26N2O
MW 310.44
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -0.92

Activity Summary

IC50 11 meas. best 7.89
Ki 3 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.0 8.0 10.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 7.92 7.92 12.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.89 7.87 13.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.8 7.775 16.0 2
Unchecked
CHEMBL612545
 IC50 6.35 5.9725 450.0 4
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.58 5.58 2650.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.16 5.16 6950.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 4.52 4.52 30000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.52 4.52 30000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 30.0 mL.min-1.kg-1 Canis lupus familiaris
T1/2 0.03333 hr Homo sapiens
T1/2 0.3333 hr Homo sapiens
T1/2 0.06667 hr Canis lupus familiaris
T1/2 1.167 hr Homo sapiens
T1/2 5.1 hr Canis lupus familiaris
T1/2 1.0 hr Homo sapiens
T1/2 1.333 hr Homo sapiens
Vd 13.5 L.kg-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 10.0 nM 8.0 Displacement of [3H]citalopram from human SERT expressed in HEK293 cells by scin... 20471260
Sodium-dependent noradrenaline transporter Ki = 12.0 nM 7.92 Displacement of [3H]nisoxetine from human NET expressed in HEK293 cells by scint... 20471260
Sodium-dependent serotonin transporter IC50 = 13.0 nM 7.89 Inhibition of [3H]5HT uptake at human 5HT transporter expressed in HEK293 cells 18240382
Sodium-dependent serotonin transporter IC50 = 14.0 nM 7.85 Inhibition of [3H]5-HT uptake at human recombinant 5HT transporter expressed in ... 18417343
Sodium-dependent noradrenaline transporter IC50 = 16.0 nM 7.8 Inhibition of [3H]NA uptake at human NA transporter expressed in HEK293 cells 18240382
Sodium-dependent noradrenaline transporter IC50 = 18.0 nM 7.75 Inhibition of [3H]NA uptake at human recombinant NA transporter expressed in HEK... 18417343
Unchecked IC50 = 450.0 nM 6.35 Binding affinity to sodium channel site 2 20471260
Unchecked IC50 = 730.0 nM 6.14 Binding affinity to L-type calcium channel diltiazem binding site 20471260
Unchecked IC50 = 790.0 nM 6.1 Inhibition of tetrodotoxin-sensitive sodium channel 20471260
Sodium-dependent dopamine transporter Ki = 2650.0 nM 5.58 Displacement of [3H]dopamine from human DAT expressed in HEK293 cells by scintil... 20471260
Unchecked IC50 = 5010.0 nM 5.3 Binding affinity to L-type calcium channel verapamil binding site 20471260
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 6950.0 nM 5.16 Displacement of [3H]dofetilide from human ERG 20471260
Cytochrome P450 2D6 IC50 = 30000.0 nM 4.52 Inhibition of CYP2D6 20471260
Cytochrome P450 3A4 IC50 = 30000.0 nM 4.52 Inhibition of CYP3A4 20471260

Literature References

PubMed DOI Target Context # Activities
20471260 10.1016/j.bmcl.2010.04.052 Liver microsomes 7
20471260 10.1016/j.bmcl.2010.04.052 Unchecked 5
20471260 10.1016/j.bmcl.2010.04.052 Canis familiaris 4
20471260 10.1016/j.bmcl.2010.04.052 Caco-2 2
20471260 10.1016/j.bmcl.2010.04.052 No relevant target 2
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent noradrenaline transporter 1
20471260 10.1016/j.bmcl.2010.04.052 Cytochrome P450 3A4 1
20471260 10.1016/j.bmcl.2010.04.052 Hepatocyte 1
20471260 10.1016/j.bmcl.2010.04.052 Plasma 1
20471260 10.1016/j.bmcl.2010.04.052 Cytochrome P450 2D6 1
20471260 10.1016/j.bmcl.2010.04.052 Voltage-gated inwardly rectifying potassium channel KCNH2 1
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent dopamine transporter 1
18240382 10.1016/j.bmcl.2007.11.080 Sodium-dependent serotonin transporter 1
20471260 10.1016/j.bmcl.2010.04.052 Sodium-dependent serotonin transporter 1
20471260 10.1016/j.bmcl.2010.04.052 ADMET 1
18417343 10.1016/j.bmcl.2008.03.082 Sodium-dependent dopamine transporter 1
18417343 10.1016/j.bmcl.2008.03.082 Sodium-dependent noradrenaline transporter 1
18417343 10.1016/j.bmcl.2008.03.082 Sodium-dependent serotonin transporter 1
18240382 10.1016/j.bmcl.2007.11.080 Sodium-dependent dopamine transporter 1
18240382 10.1016/j.bmcl.2007.11.080 Sodium-dependent noradrenaline transporter 1

Data from ChEMBL 36 via Core Engine