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Compound Detail

CHEMBL3916231

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CC(O)CN1CCN(CCSC(c2ccc(F)cc2)c2ccc(F)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3916231
Phase Preclinical
Structure Type MOL
InChI Key MQDDJWTVOBHYHX-UHFFFAOYSA-N
9
Targets
28
Activities
1
Assay Types
2
PK Parameters
17
Publications
0
Known Names

Molecular Properties

406.5
MW (Da)
3.79
ALogP
4
HBA
1
HBD
26.7
PSA (Ų)
0.72
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H28F2N2OS
MW 406.54
Aromatic Rings 2
Heavy Atoms 28
NP-Likeness -0.93

Activity Summary

Ki 28 meas. best 8.65

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 8.65 8.52 2.2 2
Unchecked
CHEMBL612545
 Ki 8.39 6.0767 4.0 6
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 7.78 7.708 16.7 5
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 7.0 6.85 101.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.37 6.37 424.0 2
D(2) dopamine receptor
CHEMBL217
 Ki 6.16 6.16 693.0 2
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 5.75 5.634 1770.0 5
D(4) dopamine receptor
CHEMBL219
 Ki 5.2 5.2 6300.0 2
Transporter
CHEMBL6184
 Ki 4.75 4.75 17800.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Mus musculus
T1/2 0.2333 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sigma non-opioid intracellular receptor 1 Ki = 2.24 nM 8.65 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain co... 32947229
Sigma non-opioid intracellular receptor 1 Ki = 4.03 nM 8.39 Displacement of [3H](+)-pentazocine from sigma1 receptor in whole-guinea pig bra... 27933960
Unchecked Ki = 4.03 nM 8.39 Uptake Assays: The uptake assays were carried out 2 days after transfection. Pri... -
Sodium-dependent dopamine transporter Ki = 16.7 nM 7.78 Displacement of [3H]WIN35,428 from DAT in Sprague-Dawley rat brain membranes inc... 27933960
Sodium-dependent dopamine transporter Ki = 16.7 nM 7.78 Dopamine Transporter Binding Assay: Brains from male Sprague-Dawley rats weighin... -
Sodium-dependent dopamine transporter Ki = 16.7 nM 7.78 Binding Assay: Dopamine Transporter Binding Assay. Brains from male Sprague-Dawl... -
Sodium-dependent dopamine transporter Ki = 16.7 nM 7.78 Dopamine Transporter Binding Assay: Dopamine Transporter Binding Assay. Brains f... -
Sodium-dependent dopamine transporter Ki = 37.8 nM 7.42 Displacement of [3H]WIN35428 from DAT in Sprague-Dawley rat striatal membranes i... 32947229
Unchecked Ki = 84.7 nM 7.07 Uptake Assays: The uptake assays were carried out 2 days after transfection. Pri... -
Sodium-dependent dopamine transporter Ki = 101.0 nM 7.0 Displacement of [3H]WIN35,428 from wild type human DAT expressed in COS7 cell me... 27933960
Sodium-dependent dopamine transporter Ki = 200.0 nM 6.7 Inhibition of DAT (unknown origin) expressed in COS7 cells assessed as reduction... 27933960
Unchecked Ki = 267.0 nM 6.57 Displacement of [3H]WIN35,428 from human DAT Y156F mutant expressed in COS7 cell... 27933960
D(3) dopamine receptor Ki = 424.0 nM 6.37 Displacement of [3H]N-methylspiperone from human D3R expressed in HEK293 cell me... 27933960
D(3) dopamine receptor Ki = 424.0 nM 6.37 Displacement of [3H]-N-methylspiperone from human D3 receptor expressed in HEK29... 32947229
D(2) dopamine receptor Ki = 693.0 nM 6.16 Displacement of [3H]N-methylspiperone from human D2R expressed in HEK293 cell me... 27933960
D(2) dopamine receptor Ki = 693.0 nM 6.16 Displacement of [3H]-N-methylspiperone from human D2L receptor expressed in HEK2... 32947229
Sodium-dependent serotonin transporter Ki = 1770.0 nM 5.75 Displacement of [3H]citalopram from SERT in Sprague-Dawley rat brain stem membra... 27933960
Sodium-dependent serotonin transporter Ki = 1770.0 nM 5.75 Serotonin Transporter Binding Assay: Brains from male Sprague-Dawley rats weighi... -
Sodium-dependent serotonin transporter Ki = 1770.0 nM 5.75 Binding Assay: Serotonin Transporter Binding Assay. Brains from male Sprague-Daw... -
Sodium-dependent serotonin transporter Ki = 1770.0 nM 5.75 Serotonin Transporter Binding Assay: Serotonin Transporter Binding Assay. Brains... -

Literature References

PubMed DOI Target Context # Activities
27933960 10.1021/acs.jmedchem.6b01373 Unchecked 6
27933960 10.1021/acs.jmedchem.6b01373 Sodium-dependent dopamine transporter 3
27933960 10.1021/acs.jmedchem.6b01373 ADMET 3
32947229 10.1016/j.ejmech.2020.112674 Unchecked 3
27933960 10.1021/acs.jmedchem.6b01373 D(2) dopamine receptor 2
38117239 10.1021/acs.jmedchem.3c02037 ADMET 1
32947229 10.1016/j.ejmech.2020.112674 D(4) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 D(3) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 D(2) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 Sigma non-opioid intracellular receptor 1 1
32947229 10.1016/j.ejmech.2020.112674 Sodium-dependent serotonin transporter 1
32947229 10.1016/j.ejmech.2020.112674 Sodium-dependent dopamine transporter 1
31661268 10.1021/acs.jmedchem.9b01188 ADMET 1
27933960 10.1021/acs.jmedchem.6b01373 Sigma non-opioid intracellular receptor 1 1
27933960 10.1021/acs.jmedchem.6b01373 D(4) dopamine receptor 1
27933960 10.1021/acs.jmedchem.6b01373 D(3) dopamine receptor 1
27933960 10.1021/acs.jmedchem.6b01373 Sodium-dependent serotonin transporter 1

Data from ChEMBL 36 via Core Engine