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Compound Detail

CHEMBL476116

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CC(C)C(=O)N(Cc1ccccc1-c1ccccc1)[C@H]1CCNC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL476116
Phase Preclinical
Structure Type MOL
InChI Key USUPIRYFHGUVOR-IBGZPJMESA-N
6
Targets
11
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
3.70
ALogP
2
HBA
1
HBD
32.3
PSA (Ų)
0.91
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H26N2O
MW 322.45
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness -0.59

Activity Summary

Ki 8 meas. best 8.22
IC50 3 meas. best 7.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 8.22 8.22 6.0 2
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.85 7.85 14.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 6.02 6.02 960.0 2
Unchecked
CHEMBL612545
 Ki 5.92 5.92 1200.0 1
Cytochrome P450 2D6
CHEMBL289
 IC50 5.73 5.73 1860.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 Ki 5.55 5.55 2840.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.52 5.52 3020.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 5.43 5.43 3740.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL - - Homo sapiens
CL 7.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent noradrenaline transporter Ki = 6.0 nM 8.22 Inhibition of [3H]nisoxetine reuptake at human NET expressed in HEK293 cells by ... 18621528
Sodium-dependent noradrenaline transporter Ki = 6.0 nM 8.22 Displacement of [3H]nisoxetine from human recombinant NET expressed in HEK293 ce... 19616432
Sodium-dependent noradrenaline transporter IC50 = 14.0 nM 7.85 Inhibition of [3H]NA reuptake in human noradrenaline transporter expressed in HE... 18625557
Sodium-dependent serotonin transporter Ki = 960.0 nM 6.02 Inhibition of [3H]citalopram uptake at human 5HTT expressed in HEK293 cells by S... 18621528
Sodium-dependent serotonin transporter Ki = 960.0 nM 6.02 Displacement of [3H]citalopram from human recombinant SERT expressed in HEK293 c... 19616432
Unchecked Ki = 1200.0 nM 5.92 Inhibition of sodium channel site 2 18621528
Cytochrome P450 2D6 IC50 = 1860.0 nM 5.73 Inhibition of CYP2D6 18621528
Voltage-gated inwardly rectifying potassium channel KCNH2 Ki = 2840.0 nM 5.55 Displacement of [3H]dofetilide from human ERG channel 18621528
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 3020.0 nM 5.52 Displacement of [3H]dofetilide from human ERG 19616432
Sodium-dependent dopamine transporter Ki = 3740.0 nM 5.43 Inhibition of [3H]dopamine reuptake at human DAT expressed in HEK293 cells by SP... 18621528
Sodium-dependent dopamine transporter Ki = 3740.0 nM 5.43 Displacement of radioligand from human recombinant DAT expressed in HEK293 cells... 19616432

Literature References

PubMed DOI Target Context # Activities
18621528 10.1016/j.bmcl.2008.06.071 MDCK 3
18621528 10.1016/j.bmcl.2008.06.071 No relevant target 2
18621528 10.1016/j.bmcl.2008.06.071 Caco-2 2
18621528 10.1016/j.bmcl.2008.06.071 Unchecked 2
18621528 10.1016/j.bmcl.2008.06.071 Cytochrome P450 3A4 1
19616432 10.1016/j.bmcl.2009.06.096 Voltage-gated inwardly rectifying potassium channel KCNH2 1
19616432 10.1016/j.bmcl.2009.06.096 Sodium-dependent serotonin transporter 1
19616432 10.1016/j.bmcl.2009.06.096 Sodium-dependent noradrenaline transporter 1
19616432 10.1016/j.bmcl.2009.06.096 No relevant target 1
18625557 10.1016/j.bmcl.2008.06.078 Sodium-dependent dopamine 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 Voltage-gated inwardly rectifying potassium channel KCNH2 1
18621528 10.1016/j.bmcl.2008.06.071 Sodium-dependent noradrenaline transporter 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 Cytochrome P450 2D6 1
18621528 10.1016/j.bmcl.2008.06.071 Hepatocyte 1
18621528 10.1016/j.bmcl.2008.06.071 Sodium-dependent dopamine transporter 1

Data from ChEMBL 36 via Core Engine