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Compound Detail

CHEMBL3931765

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CC(O)CN1CCN(CC[S+]([O-])C(c2ccc(F)cc2)c2ccc(F)cc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3931765
Phase Preclinical
Structure Type MOL
InChI Key PHGOEMMHIGVMIN-UHFFFAOYSA-N
8
Targets
28
Activities
1
Assay Types
3
PK Parameters
19
Publications
0
Known Names

Molecular Properties

422.5
MW (Da)
2.80
ALogP
4
HBA
1
HBD
49.8
PSA (Ų)
0.67
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 C22H28F2N2O2S
MW 422.54
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.63

Activity Summary

Ki 28 meas. best 6.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 6.64 6.56 230.0 5
D(2) dopamine receptor
CHEMBL217
 Ki 6.53 6.53 298.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL4153
 Ki 6.34 6.17 454.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 6.32 6.32 480.0 2
Sodium-dependent dopamine transporter
CHEMBL238
 Ki 6.04 5.9275 917.0 4
Unchecked
CHEMBL612545
 Ki 6.0 5.3867 1010.0 6
D(4) dopamine receptor
CHEMBL219
 Ki 5.42 5.42 3820.0 2
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 4.3 4.242 50300.0 5

Pharmacokinetic Data

Parameter Value Units Species
T1/2 1.0 hr Mus musculus
T1/2 2.1 hr Rattus norvegicus
T1/2 2.1 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent dopamine transporter Ki = 230.0 nM 6.64 Displacement of [3H]WIN35428 from DAT in Sprague-Dawley rat striatal membranes i... 32947229
Sodium-dependent dopamine transporter Ki = 289.0 nM 6.54 Displacement of [3H]WIN35,428 from DAT in Sprague-Dawley rat brain membranes inc... 27933960
Sodium-dependent dopamine transporter Ki = 289.0 nM 6.54 Dopamine Transporter Binding Assay: Brains from male Sprague-Dawley rats weighin... -
Sodium-dependent dopamine transporter Ki = 289.0 nM 6.54 Binding Assay: Dopamine Transporter Binding Assay. Brains from male Sprague-Dawl... -
Sodium-dependent dopamine transporter Ki = 289.0 nM 6.54 Dopamine Transporter Binding Assay: Dopamine Transporter Binding Assay. Brains f... -
D(2) dopamine receptor Ki = 298.0 nM 6.53 Displacement of [3H]N-methylspiperone from human D2R expressed in HEK293 cell me... 27933960
D(2) dopamine receptor Ki = 298.0 nM 6.53 Displacement of [3H]-N-methylspiperone from human D2L receptor expressed in HEK2... 32947229
Sigma non-opioid intracellular receptor 1 Ki = 454.0 nM 6.34 Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain co... 32947229
D(3) dopamine receptor Ki = 480.0 nM 6.32 Displacement of [3H]N-methylspiperone from human D3R expressed in HEK293 cell me... 27933960
D(3) dopamine receptor Ki = 480.0 nM 6.32 Displacement of [3H]-N-methylspiperone from human D3 receptor expressed in HEK29... 32947229
Sodium-dependent dopamine transporter Ki = 917.0 nM 6.04 Inhibition of [3H]dopamine uptake from wild type human DAT expressed in COS-7 ce... 38117239
Sigma non-opioid intracellular receptor 1 Ki = 1010.0 nM 6.0 Displacement of [3H](+)-pentazocine from sigma1 receptor in whole-guinea pig bra... 27933960
Unchecked Ki = 1010.0 nM 6.0 Uptake Assays: The uptake assays were carried out 2 days after transfection. Pri... -
Sodium-dependent dopamine transporter Ki = 1020.0 nM 5.99 Displacement of [3H]WIN35428 from wild type human DAT expressed in COS-7 cells i... 38117239
Sodium-dependent dopamine transporter Ki = 1200.0 nM 5.92 Displacement of [3H]WIN35,428 from wild type human DAT expressed in COS7 cell me... 27933960
Sodium-dependent dopamine transporter Ki = 1730.0 nM 5.76 Inhibition of DAT (unknown origin) expressed in COS7 cells assessed as reduction... 27933960
Unchecked Ki = 1800.0 nM 5.75 Uptake Assays: The uptake assays were carried out 2 days after transfection. Pri... -
Unchecked Ki = 2700.0 nM 5.57 Displacement of [3H]WIN35428 from DAT in non human primate striatum 38117239
D(4) dopamine receptor Ki = 3820.0 nM 5.42 Displacement of [3H]N-methylspiperone from human D4R expressed in HEK293 cell me... 27933960
D(4) dopamine receptor Ki = 3820.0 nM 5.42 Displacement of [3H]-N-methylspiperone from human D4.4 receptor expressed in HEK... 32947229

Literature References

PubMed DOI Target Context # Activities
27933960 10.1021/acs.jmedchem.6b01373 Unchecked 6
38117239 10.1021/acs.jmedchem.3c02037 Unchecked 5
27933960 10.1021/acs.jmedchem.6b01373 Sodium-dependent dopamine transporter 3
32947229 10.1016/j.ejmech.2020.112674 Unchecked 3
31661268 10.1021/acs.jmedchem.9b01188 ADMET 3
27933960 10.1021/acs.jmedchem.6b01373 ADMET 3
38117239 10.1021/acs.jmedchem.3c02037 ADMET 2
38117239 10.1021/acs.jmedchem.3c02037 Sodium-dependent dopamine transporter 2
27933960 10.1021/acs.jmedchem.6b01373 D(2) dopamine receptor 2
27933960 10.1021/acs.jmedchem.6b01373 Sigma non-opioid intracellular receptor 1 1
32947229 10.1016/j.ejmech.2020.112674 Sodium-dependent dopamine transporter 1
32947229 10.1016/j.ejmech.2020.112674 Sodium-dependent serotonin transporter 1
32947229 10.1016/j.ejmech.2020.112674 Sigma non-opioid intracellular receptor 1 1
27933960 10.1021/acs.jmedchem.6b01373 D(4) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 D(2) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 D(3) dopamine receptor 1
32947229 10.1016/j.ejmech.2020.112674 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