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Compound Detail

CHEMBL279556

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c1ccc2sc(C3(N4CCCCC4)CCCCC3)cc2c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279556
Phase Preclinical
Structure Type MOL
InChI Key RGSVXQJPSWZXOP-UHFFFAOYSA-N
4
Targets
25
Activities
2
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

299.5
MW (Da)
5.55
ALogP
2
HBA
0
HBD
3.2
PSA (Ų)
0.70
QED
1
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H25NS
MW 299.48
Aromatic Rings 2
Heavy Atoms 21
NP-Likeness -0.44

Activity Summary

IC50 19 meas. best 9.18
Ki 6 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 9.18 8.04 0.7 10
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 8.66 8.3725 2.2 4
Sodium-dependent dopamine transporter
CHEMBL238
 IC50 8.59 8.2271 2.6 7
Unchecked
CHEMBL612545
 Ki 8.31 8.31 4.9 1
Rattus norvegicus
CHEMBL376
 IC50 8.05 8.05 9.0 1
Unchecked
CHEMBL612545
 IC50 8.02 8.02 9.5 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 8.0 8.0 10.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter IC50 = 0.66 nM 9.18 Displacement of [3H]BTCP (1-[1-(2-benxo[b]thienyl)cyclohexyl]piperidine) from ra... 8098066
Sodium-dependent dopamine transporter IC50 = 2.0 nM 8.7 Inhibition of [3H]WIN-35428 binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter Ki = 2.2 nM 8.66 Displacement of [3H]BTCP from human DA transporter 21726069
Sodium-dependent dopamine transporter IC50 = 2.6 nM 8.59 Binding affinity to human dopamine transporter by radioligand displacement assay 23582449
Sodium-dependent dopamine transporter Ki = 2.7 nM 8.57 Binding affinity to human dopamine transporter by radioligand displacement assay 23466604
Sodium-dependent dopamine transporter IC50 = 2.8 nM 8.55 Displacement of [3H]BTCP from human recombinant dopamine transporter expressed i... 26988801
Sodium-dependent dopamine transporter IC50 = 2.8 nM 8.55 Displacement of [3H]BTCP from human recombinant dopamine transporter expressed i... 27876250
Unchecked Ki = 4.9 nM 8.31 Binding affinity to dopamine receptor (unknown origin) assessed as inhibition co... 28849908
Sodium-dependent dopamine transporter IC50 = 5.0 nM 8.3 Tested for radioligand [3H]BTCP displacement from dopamine transporter in rat fo... 8258830
Sodium-dependent dopamine transporter IC50 = 5.0 nM 8.3 Inhibition of [3H]BTCP binding to the dopamine transporter. 1552510
Sodium-dependent dopamine transporter IC50 = 5.1 nM 8.29 Binding affinity to human dopamine transporter by radioligand displacement assay 23466604
Sodium-dependent dopamine transporter Ki = 6.2 nM 8.21 Displacement of [3H]BTCP from human recombinant dopamine transporter expressed i... 27997171
Sodium-dependent dopamine transporter IC50 = 8.4 nM 8.08 Inhibitory activity of compound against [3H]BTCP binding to neuronal dopamine tr... 9406593
Rattus norvegicus IC50 = 9.0 nM 8.05 Compound is evaluated for [3H]dopamine uptake inhibition in rat forebrain 8098066
Sodium-dependent dopamine transporter Ki = 8.9 nM 8.05 Displacement of radiolabeled BTCP from human DAT 18983139
Unchecked IC50 = 9.5 nM 8.02 Inhibition of dopamine receptor (unknown origin) 28849908
Sodium-dependent dopamine transporter Ki = 10.0 nM 8.0 Binding affinity to dopamine transporter (DAT) using [3H]WIN-35428 as a radiolig... 11063611
Sodium-dependent dopamine transporter IC50 = 11.0 nM 7.96 Tested for inhibition of radioligand [3H]dopamine (DA) uptake in rat synaptosome... 8258830
Sodium-dependent dopamine transporter IC50 = 12.0 nM 7.92 Displacement of [3H]BTCP from human recombinant dopamine transporter expressed i... 27997171
Sodium-dependent dopamine transporter IC50 = 12.0 nM 7.92 Inhibition of human DAT 18588282

Literature References

PubMed DOI Target Context # Activities
8258830 10.1021/jm00077a011 Sodium-dependent dopamine transporter 5
1552510 10.1021/jm00084a001 Sodium-dependent dopamine transporter 4
18983139 10.1021/jm8007618 Sodium-dependent dopamine transporter 2
28849908 10.1021/acschembio.7b00481 Unchecked 2
27997171 10.1021/acs.jmedchem.6b01422 Sodium-dependent dopamine transporter 2
23466604 10.1016/j.ejmech.2013.01.044 Sodium-dependent dopamine transporter 2
8098066 10.1021/jm00061a009 Sodium-dependent dopamine transporter 2
8098066 10.1021/jm00061a009 Unchecked 1
8098066 10.1021/jm00061a009 Glutamate NMDA receptor 1
11063611 10.1021/jm990472s Sodium-dependent dopamine transporter 1
8098066 10.1021/jm00061a009 Rattus norvegicus 1
18588282 10.1021/jm701575k Sodium-dependent dopamine transporter 1
21726069 10.1021/jm2006782 Sodium-dependent dopamine transporter 1
23582449 10.1016/j.bmc.2013.03.016 Sodium-dependent dopamine transporter 1
26988801 10.1016/j.bmc.2016.03.006 Sodium-dependent dopamine transporter 1
27876250 10.1016/j.bmc.2016.11.014 Sodium-dependent dopamine transporter 1
9406593 10.1021/jm970078z Sodium-dependent dopamine transporter 1
8258830 10.1021/jm00077a011 Glutamate NMDA receptor 1

Data from ChEMBL 36 via Core Engine