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

CHEMBL476954

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
CC(C)C(=O)N(Cc1cccc(Cl)c1Cl)[C@H]1CCNC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL476954
Phase Preclinical
Structure Type MOL
InChI Key RCMVHXAYSDWNBI-LBPRGKRZSA-N
6
Targets
13
Activities
2
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

315.2
MW (Da)
3.34
ALogP
2
HBA
1
HBD
32.3
PSA (Ų)
0.92
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H20Cl2N2O
MW 315.24
Aromatic Rings 1
Heavy Atoms 20
NP-Likeness -1.19

Activity Summary

IC50 10 meas. best 7.92
Ki 3 meas. best 8.05

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.05 8.05 9.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 7.92 7.92 12.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.64 7.64 23.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 7.28 7.28 52.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.19 6.19 640.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 5.9 5.9 1250.0 2
Cytochrome P450 3A4
CHEMBL340
 IC50 4.75 4.75 17900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 4.61 4.61 24700.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 4.57 4.57 27100.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.7 uL.min-1.(10^6cells)-1 Homo sapiens
CL 1.1 mL.min-1.kg-1 Canis lupus familiaris
CL 7.6 mL.min-1.g-1 Homo sapiens
F 91.0 % Canis lupus familiaris
T1/2 2.0 hr Homo sapiens
T1/2 5.7 hr Canis lupus familiaris
T1/2 5.7 hr Canis lupus familiaris
T1/2 0.5833 hr Canis lupus familiaris
Vd 0.5 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 = 9.0 nM 8.05 Displacement of [3H]5HT from human 5HT transporter expressed in HEK293 cells by ... 19647430
Sodium-dependent serotonin transporter IC50 = 12.0 nM 7.92 Inhibition of [3H]5HT uptake at human SERT expressed in HEK293 cells 18621528
Sodium-dependent serotonin transporter IC50 = 12.0 nM 7.92 Inhibition of [3H]5HT reuptake at human serotonin transporter expressed in HEK29... 18625557
Sodium-dependent noradrenaline transporter IC50 = 23.0 nM 7.64 Inhibition of [3H]NA uptake at human NET expressed in HEK293 cells 18621528
Sodium-dependent noradrenaline transporter IC50 = 23.0 nM 7.64 Inhibition of [3H]NA reuptake in human noradrenaline transporter expressed in HE... 18625557
Sodium-dependent noradrenaline transporter Ki = 52.0 nM 7.28 Displacement of [3H]noradrenaline from human NET receptor expressed in HEK293 ce... 19647430
Sodium-dependent dopamine transporter Ki = 640.0 nM 6.19 Displacement of [3H]dopamine from human DAT receptor expressed in HEK293 cells b... 19647430
Sodium-dependent dopamine transporter IC50 = 1250.0 nM 5.9 Inhibition of [3H]dopamine uptake at human DAT expressed in HEK293 cells 18621528
Sodium-dependent dopamine transporter IC50 = 1270.0 nM 5.9 Inhibition of [3H]DA reuptake at human dopamine transporter expressed in HEK293 ... 18625557
Cytochrome P450 3A4 IC50 = 17900.0 nM 4.75 Inhibition of CYP3A4 18625557
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 24700.0 nM 4.61 Inhibition of human ERG potassium channel 18625557
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 24700.0 nM 4.61 Inhibition of human ERG 19647430
Cytochrome P450 2D6 IC50 = 27100.0 nM 4.57 Inhibition of CYP2D6 18625557

Literature References

PubMed DOI Target Context # Activities
18625557 10.1016/j.bmcl.2008.06.078 Canis familiaris 5
19647430 10.1016/j.bmcl.2009.07.049 MDCK 3
18621528 10.1016/j.bmcl.2008.06.071 Cytochrome P450 2D6 2
18625557 10.1016/j.bmcl.2008.06.078 Caco-2 2
18625557 10.1016/j.bmcl.2008.06.078 No relevant target 2
18625557 10.1016/j.bmcl.2008.06.078 Sodium-dependent dopamine transporter 1
18625557 10.1016/j.bmcl.2008.06.078 Cytochrome P450 2C9 1
18625557 10.1016/j.bmcl.2008.06.078 Cytochrome P450 1A2 1
19647430 10.1016/j.bmcl.2009.07.049 ADMET 1
18625557 10.1016/j.bmcl.2008.06.078 Cytochrome P450 2D6 1
18625557 10.1016/j.bmcl.2008.06.078 Hepatocyte 1
18625557 10.1016/j.bmcl.2008.06.078 Liver microsomes 1
18621528 10.1016/j.bmcl.2008.06.071 Sodium-dependent noradrenaline transporter 1
18625557 10.1016/j.bmcl.2008.06.078 Sodium-dependent noradrenaline transporter 1
18625557 10.1016/j.bmcl.2008.06.078 Sodium-dependent serotonin transporter 1
18621528 10.1016/j.bmcl.2008.06.071 Cytochrome P450 3A4 1
18621528 10.1016/j.bmcl.2008.06.071 Cytochrome P450 2C9 1
18621528 10.1016/j.bmcl.2008.06.071 Cytochrome P450 1A2 1
18621528 10.1016/j.bmcl.2008.06.071 Liver microsomes 1
18621528 10.1016/j.bmcl.2008.06.071 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine