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Compound Detail

CHEMBL22183

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Cc1ccc(Sc2ccccc2CN(C)C)c(N)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL22183
Phase Preclinical
Structure Type MOL
InChI Key UABIXNSHHIMZEP-UHFFFAOYSA-N
6
Targets
17
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

272.4
MW (Da)
3.79
ALogP
3
HBA
1
HBD
29.3
PSA (Ų)
0.86
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 C16H20N2S
MW 272.42
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness -1.06

Activity Summary

Ki 17 meas. best 9.6

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL228
 Ki 9.6 8.985 0.2 6
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 9.21 8.902 0.6 5
Sodium-dependent noradrenaline transporter
CHEMBL222
 Ki 7.21 6.73 61.0 3
Norepinephrine transporter
CHEMBL304
 Ki 6.49 6.49 325.0 1
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.27 6.27 532.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 5.38 5.38 4160.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 0.25 nM 9.6 In vitro inhibition of [3H]citalopram binding to human serotonin transporter exp... 15974579
Sodium-dependent serotonin transporter Ki = 0.62 nM 9.21 Displacement of [3H]paroxetine from SERT in rat brain 17658253
Sodium-dependent serotonin transporter Ki = 0.73 nM 9.14 Displacement of [3H]citalopram from human SERT expressed in HEK293 cells 18644726
Sodium-dependent serotonin transporter Ki = 1.1 nM 8.96 In vitro binding affinity in LLC-PK1 cells by SERT binding assay by using [125I]... 12361398
Sodium-dependent serotonin transporter Ki = 1.19 nM 8.92 In vitro displacement of [3H]paroxetine from human serotonin transporter express... 15801845
Sodium-dependent serotonin transporter Ki = 1.65 nM 8.78 Displacement of [3H]paroxetine from SERT in rat brain cortex membrane 18793858
Sodium-dependent serotonin transporter Ki = 1.65 nM 8.78 Displacement of [3H]citalopram from human cloned SERT expressed in HEK293 cells 19926484
Sodium-dependent serotonin transporter Ki = 1.65 nM 8.78 Displacement of [3H]MADAM from SERT in rat brain cortex membrane 18793858
Sodium-dependent serotonin transporter Ki = 1.65 nM 8.78 Displacement of [3H]paroxetine from SERT 16337793
Sodium-dependent serotonin transporter Ki = 1.65 nM 8.78 Inhibition of [3H]paroxetine binding to serotonin transporter (SERT) of rat cort... 11881994
Sodium-dependent serotonin transporter Ki = 2.03 nM 8.69 Displacement of [3H]paroxetine from human SERT expressed in HEK293 cells 18644726
Sodium-dependent noradrenaline transporter Ki = 61.0 nM 7.21 In vitro inhibition of [3H]nisoxetine binding to norepinephrine transporter expr... 15974579
Norepinephrine transporter Ki = 325.0 nM 6.49 Inhibition of [3H]nisoxetine binding to norepinephrine transporter (NET) of rat ... 11881994
Sodium-dependent noradrenaline transporter Ki = 320.4 nM 6.49 In vitro displacement of [3H]nisoxetine from human norepinephrine transporter ex... 15801845
Sodium-dependent noradrenaline transporter Ki = 325.0 nM 6.49 Displacement of [3H]nisoxetine from human cloned NET expressed in HEK293 cells 18793858
Sodium-dependent dopamine transporter Ki = 532.0 nM 6.27 In vitro inhibition of [3H]WIN-35428 binding to human dopamine transporter expre... 15974579
Sodium-dependent dopamine transporter Ki = 4160.0 nM 5.38 Displacement of [3H]WIN-35428 from DAT in rat brain 17658253

Literature References

PubMed DOI Target Context # Activities
18644726 10.1016/j.bmcl.2008.06.077 Sodium-dependent serotonin transporter 2
- 10.6019/CHEMBL3301361 ADMET 2
18793858 10.1016/j.bmc.2008.08.002 Sodium-dependent serotonin transporter 2
15801845 10.1021/jm0400808 Sodium-dependent noradrenaline transporter 1
18793858 10.1016/j.bmc.2008.08.002 Sodium-dependent dopamine transporter 1
17658253 10.1016/j.bmcl.2007.02.082 Norepinephrine transporter 1
17658253 10.1016/j.bmcl.2007.02.082 Sodium-dependent dopamine transporter 1
17658253 10.1016/j.bmcl.2007.02.082 Sodium-dependent serotonin transporter 1
16337793 10.1016/j.bmcl.2005.11.066 Sodium-dependent noradrenaline transporter 1
16337793 10.1016/j.bmcl.2005.11.066 Sodium-dependent dopamine transporter 1
16337793 10.1016/j.bmcl.2005.11.066 Sodium-dependent serotonin transporter 1
11881994 10.1021/jm010939a Sodium-dependent serotonin transporter 1
15801845 10.1021/jm0400808 Sodium-dependent dopamine transporter 1
15801845 10.1021/jm0400808 Sodium-dependent serotonin transporter 1
15974579 10.1021/jm050079o No relevant target 1
15974579 10.1021/jm050079o Sodium-dependent noradrenaline transporter 1
15974579 10.1021/jm050079o Sodium-dependent dopamine transporter 1
15974579 10.1021/jm050079o Sodium-dependent serotonin transporter 1
12361398 10.1021/jm020167y Sodium-dependent serotonin transporter 1
11881994 10.1021/jm010939a Norepinephrine transporter 1

Data from ChEMBL 36 via Core Engine