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Compound Detail

CHEMBL227233

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COc1ccc(-c2cnc([C@H]3[C@@H](c4ccc(Cl)cc4)C[C@@H]4CC[C@H]3N4C)s2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL227233
Phase Preclinical
Structure Type MOL
InChI Key PQQIGLGAWBKHRP-NQAVQENRSA-N
5
Targets
8
Activities
2
Assay Types
0
PK Parameters
4
Publications
0
Known Names

Molecular Properties

425.0
MW (Da)
6.21
ALogP
4
HBA
0
HBD
25.4
PSA (Ų)
0.50
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H25ClN2OS
MW 425.00
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.29

Activity Summary

IC50 4 meas. best 7.85
Ki 4 meas. best 8.07

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 8.07 8.07 8.6 1
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 7.85 7.85 14.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 7.42 7.42 38.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 6.21 6.21 620.0 1
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 6.1 6.1 800.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 5.9 5.9 1270.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 5.28 5.28 5200.0 1
Sodium-dependent serotonin transporter
CHEMBL228
 IC50 5.17 5.17 6700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter Ki = 8.6 nM 8.07 Displacement of [125I]RTI-55 from human DAT expressed in HEK cells after 90 mins 17602602
Sodium-dependent dopamine transporter IC50 = 14.0 nM 7.85 Displacement of [3H]WIN-35428 from DAT in Sprague-Dawley rat brain 17602602
Sodium-dependent dopamine transporter IC50 = 38.0 nM 7.42 Inhibition of human DAT in HEK cells assessed as [3H]dopamine reuptake 17602602
Sodium-dependent noradrenaline transporter IC50 = 620.0 nM 6.21 Inhibition of human NET in HEK cells assessed as [3H]norepinephrine reuptake 17602602
Sodium-dependent serotonin transporter Ki = 800.0 nM 6.1 Displacement of [3H]paroxetine from SERT in Sprague-Dawley rat brain 17602602
Sodium-dependent noradrenaline transporter Ki = 1270.0 nM 5.9 Displacement of [125I]RTI-55 from human NET expressed in HEK cells after 90 mins 17602602
Sodium-dependent serotonin transporter Ki = 5200.0 nM 5.28 Displacement of [125I]RTI-55 from human SERT expressed in HEK cells after 90 min... 17602602
Sodium-dependent serotonin transporter IC50 = 6700.0 nM 5.17 Inhibition of human SERT in HEK cells assessed as [3H]serotonin reuptake 17602602

Literature References

PubMed DOI Target Context # Activities
17602602 10.1021/jm0703035 Sodium-dependent dopamine transporter 3
17602602 10.1021/jm0703035 Sodium-dependent serotonin transporter 3
17602602 10.1021/jm0703035 Sodium-dependent noradrenaline transporter 2
17602602 10.1021/jm0703035 Norepinephrine transporter 1

Data from ChEMBL 36 via Core Engine