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Compound Detail

CHEMBL562476

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CNC[C@@H](O)[C@H](c1ccccc1)n1ccc2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL562476
Phase Preclinical
Structure Type MOL
InChI Key ANOKEIWYHCYLAM-MSOLQXFVSA-N
2
Targets
8
Activities
1
Assay Types
4
PK Parameters
19
Publications
0
Known Names

Molecular Properties

280.4
MW (Da)
2.81
ALogP
3
HBA
2
HBD
37.2
PSA (Ų)
0.75
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 C18H20N2O
MW 280.37
Aromatic Rings 3
Heavy Atoms 21
NP-Likeness -0.20

Activity Summary

IC50 8 meas. best 7.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 7.64 7.43 23.0 5
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 6.9 6.6 126.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.1633 hr Rattus norvegicus
T1/2 0.265 hr Canis lupus familiaris
T1/2 0.1617 hr Macaca mulatta
T1/2 1.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent noradrenaline transporter IC50 = 23.0 nM 7.64 Displacement of [3H]Nisoxetine from human recombinant NET expressed in MDCK cell... 19632110
Sodium-dependent noradrenaline transporter IC50 = 28.0 nM 7.55 Inhibition of [3H]norepinephrine uptake at human NET expressed in MDCK-Net6 cell... 19722525
Sodium-dependent noradrenaline transporter IC50 = 28.0 nM 7.55 Inhibition of human NET expressed in MDCK-Net6 cells 19713106
Sodium-dependent noradrenaline transporter IC50 = 28.0 nM 7.55 Inhibition of norepinephrine reuptake at human NET expressed in MDCK-Net6 cells 19632110
Sodium-dependent serotonin transporter IC50 = 126.0 nM 6.9 Inhibition of serotonin uptake at human SERT expressed in JAR cells 19632110
Sodium-dependent noradrenaline transporter IC50 = 137.0 nM 6.86 Inhibition of norepinephrine reuptake at human NET expressed in MDCK-Net6 cells 19632110
Sodium-dependent serotonin transporter IC50 = 358.0 nM 6.45 Inhibition of human SERT expressed in JAR cells 19713106
Sodium-dependent serotonin transporter IC50 = 358.0 nM 6.45 Inhibition of serotonin uptake at human SERT expressed in JAR cells 19632110

Literature References

PubMed DOI Target Context # Activities
19632110 10.1016/j.bmcl.2009.07.053 Unchecked 5
19632110 10.1016/j.bmcl.2009.07.053 ADMET 3
19632110 10.1016/j.bmcl.2009.07.053 Sodium-dependent noradrenaline transporter 3
19722525 10.1021/jm900888c Sodium-dependent dopamine transporter 2
19632110 10.1016/j.bmcl.2009.07.053 Liver microsomes 2
19632110 10.1016/j.bmcl.2009.07.053 Sodium-dependent dopamine transporter 2
19632110 10.1016/j.bmcl.2009.07.053 Sodium-dependent serotonin transporter 2
19713106 10.1016/j.bmcl.2009.07.050 Sodium-dependent dopamine transporter 1
19713106 10.1016/j.bmcl.2009.07.050 Sodium-dependent noradrenaline transporter 1
19713106 10.1016/j.bmcl.2009.07.050 Sodium-dependent serotonin transporter 1
19713106 10.1016/j.bmcl.2009.07.050 Unchecked 1
19722525 10.1021/jm900888c Sodium-dependent serotonin transporter 1
19632110 10.1016/j.bmcl.2009.07.053 5-hydroxytryptamine receptor 1A 1
19632110 10.1016/j.bmcl.2009.07.053 5-hydroxytryptamine receptor 2A 1
19632110 10.1016/j.bmcl.2009.07.053 Cytochrome P450 3A4 1
19632110 10.1016/j.bmcl.2009.07.053 Cytochrome P450 2D6 1
19632110 10.1016/j.bmcl.2009.07.053 Cytochrome P450 2C9 1
19722525 10.1021/jm900888c Sodium-dependent noradrenaline transporter 1
19632110 10.1016/j.bmcl.2009.07.053 No relevant target 1

Data from ChEMBL 36 via Core Engine