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Compound Detail

CHEMBL4227444

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CNC[C@H](c1ccc2ccccc2c1)[C@H](O)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4227444
Phase Preclinical
Structure Type MOL
InChI Key RSZGIFQDUIROGN-WOJBJXKFSA-N
4
Targets
10
Activities
2
Assay Types
0
PK Parameters
3
Publications
0
Known Names

Molecular Properties

291.4
MW (Da)
3.88
ALogP
2
HBA
2
HBD
32.3
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 C20H21NO
MW 291.39
Aromatic Rings 3
Heavy Atoms 22
NP-Likeness 0.37

Activity Summary

Ki 9 meas. best 9.3
IC50 1 meas. best 5.06

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 9.3 9.0133 0.5 3
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 8.92 8.5067 1.2 3
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 8.34 7.64 4.6 3
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.06 5.06 8800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent noradrenaline transporter Ki = 0.5 nM 9.3 Uptake Assay Protocol: NET: This protocol was designed to measure inhibition of ... -
Sodium-dependent noradrenaline transporter Ki = 1.2 nM 8.92 Binding affinity to human NET expressed in HEK293 cells after 60 mins in presenc... 28731336
Sodium-dependent serotonin transporter Ki = 1.2 nM 8.92 Uptake Assay Protocol: SERT: This protocol was designed to measure inhibition of... -
Sodium-dependent noradrenaline transporter Ki = 1.5 nM 8.82 Binding affinity to human NET expressed in HEK293 cells after 60 mins in presenc... 28731336
Sodium-dependent serotonin transporter Ki = 2.1 nM 8.68 Binding affinity to human SERT expressed in HEK293 cells after 60 mins in presen... 28731336
Sodium-dependent dopamine transporter Ki = 4.6 nM 8.34 Uptake Assay Protocol: DAT: This protocol was designed to measure inhibition of ... -
Sodium-dependent serotonin transporter Ki = 12.0 nM 7.92 Binding affinity to human SERT expressed in HEK293 cells after 60 mins in presen... 28731336
Sodium-dependent dopamine transporter Ki = 43.0 nM 7.37 Binding affinity to human DAT expressed in HEK293 cells after 60 mins in presenc... 28731336
Sodium-dependent dopamine transporter Ki = 61.0 nM 7.21 Binding affinity to human DAT expressed in HEK293 cells after 60 mins in presenc... 28731336
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 8800.0 nM 5.06 Activity Assay: HERG: The pre- and post-compound hERG current was evoked by a si... -

Literature References

PubMed DOI Target Context # Activities
28731336 10.1021/acs.jmedchem.6b01827 Sodium-dependent serotonin transporter 2
28731336 10.1021/acs.jmedchem.6b01827 Sodium-dependent noradrenaline transporter 2
28731336 10.1021/acs.jmedchem.6b01827 Sodium-dependent dopamine transporter 2

Data from ChEMBL 36 via Core Engine