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Compound Detail

CHEMBL1940403

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OC1(c2ccc(Cl)cc2)CCN(CCCSc2ccc(F)cc2)CC1

Basic Information

ChEMBL ID CHEMBL1940403
Phase Preclinical
Structure Type MOL
InChI Key FGTGRXMIFIZGBG-UHFFFAOYSA-N
13
Targets
20
Activities
2
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

379.9
MW (Da)
4.94
ALogP
3
HBA
1
HBD
23.5
PSA (Ų)
0.57
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H23ClFNOS
MW 379.93
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness -1.36

Activity Summary

Ki 19 meas. best 8.68
Kd 1 meas. best 8.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
Kd 8.71 8.71 1.9 1
D(2) dopamine receptor
CHEMBL217
Ki 8.68 8.34 2.1 3
D(4) dopamine receptor
CHEMBL3361
Ki 8.62 7.615 2.4 2
D(1A) dopamine receptor
CHEMBL2056
Ki 7.57 7.57 27.0 1
D(3) dopamine receptor
CHEMBL234
Ki 7.31 7.025 49.0 2
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 7.14 7.085 72.0 2
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 7.13 6.815 74.0 2
D(1B) dopamine receptor
CHEMBL1850
Ki 6.95 6.95 113.0 1
Histamine H1 receptor
CHEMBL231
Ki 6.94 6.94 115.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.8 6.8 160.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 6.3 6.3 497.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.1 6.1 790.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.98 5.98 1044.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 5.65 5.65 2249.0 1

Pharmacokinetic Data

Parameter Value Units Species
Ka 4.99 10'8/M/min Homo sapiens
T1/2 0.01233 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Kd = 1.95 nM 8.71 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(2) dopamine receptor Ki = 2.089 nM 8.68 Displacement of PPHT-red from SNAP-tagged human D2LR expressed in CHOK1 cell mem... 31580666
D(4) dopamine receptor Ki = 2.4 nM 8.62 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by liquid sc... 25070422
D(2) dopamine receptor Ki = 5.3 nM 8.28 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 25070422
D(2) dopamine receptor Ki = 8.8 nM 8.06 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor by liquid ... 22245230
D(1A) dopamine receptor Ki = 27.0 nM 7.57 Displacement of [3H]SCH23390 from human dopamine D1 receptor by liquid scintilla... 25070422
D(3) dopamine receptor Ki = 49.0 nM 7.31 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by liquid ... 22245230
5-hydroxytryptamine receptor 2A Ki = 72.0 nM 7.14 Displacement of [3H]DOI from human 5HT2A receptor after 1 hr by liquid scintilla... 22245230
5-hydroxytryptamine receptor 1A Ki = 74.0 nM 7.13 Displacement of [3H] 8-OH-DPAT from human 5-HT1A receptor by liquid scintillatio... 25070422
5-hydroxytryptamine receptor 2A Ki = 93.0 nM 7.03 Displacement of [3H]Ketanserin from human 5-HT2A receptor by liquid scintillatio... 25070422
D(1B) dopamine receptor Ki = 113.0 nM 6.95 Displacement of [3H]SCH23390 from human dopamine D5 receptor by liquid scintilla... 25070422
Histamine H1 receptor Ki = 115.0 nM 6.94 Displacement of [3H]Pyrilamine from human histamine H1 receptor by liquid scinti... 25070422
Sodium-dependent serotonin transporter Ki = 160.0 nM 6.8 Displacement of [3H]Citalopram from human Serotonin transporter by liquid scinti... 25070422
D(3) dopamine receptor Ki = 182.0 nM 6.74 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor by liquid ... 25070422
D(4) dopamine receptor Ki = 247.8 nM 6.61 Displacement of [3H]N-methylspiperone from rat dopamine D4 receptor by liquid sc... 22245230
5-hydroxytryptamine receptor 1A Ki = 317.0 nM 6.5 Displacement of [3H]8-OH-DPAT from human 5HT1A receptor by liquid scintillation ... 22245230
Sodium-dependent dopamine transporter Ki = 497.0 nM 6.3 Displacement of [3H]GBR12935 from human dopamine transporter by liquid scintilla... 25070422
5-hydroxytryptamine receptor 2B Ki = 790.0 nM 6.1 Displacement of [3H]LSD from human 5-HT2B receptor by liquid scintillation count... 25070422
5-hydroxytryptamine receptor 7 Ki = 1044.0 nM 5.98 Displacement of [3H]LSD from human 5-HT7 receptor by liquid scintillation counti... 25070422
Sodium-dependent noradrenaline transporter Ki = 2249.0 nM 5.65 Displacement of [3H]Nisoxetine from human Norepinephrine transporter by liquid s... 25070422

Literature References

PubMed DOI Target Context # Activities
31580666 10.1021/acs.jmedchem.9b00864 D(2) dopamine receptor 7
25070422 10.1016/j.bmcl.2014.07.018 D(2) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent serotonin transporter 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent noradrenaline transporter 1
25070422 10.1016/j.bmcl.2014.07.018 Sodium-dependent dopamine transporter 1
25070422 10.1016/j.bmcl.2014.07.018 Histamine H1 receptor 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 2B 1
25070422 10.1016/j.bmcl.2014.07.018 D(1B) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(4) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(3) dopamine receptor 1
22245230 10.1016/j.bmc.2011.12.019 D(2) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 D(1A) dopamine receptor 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 7 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 2A 1
25070422 10.1016/j.bmcl.2014.07.018 5-hydroxytryptamine receptor 1A 1
22245230 10.1016/j.bmc.2011.12.019 5-hydroxytryptamine receptor 2C 1
22245230 10.1016/j.bmc.2011.12.019 5-hydroxytryptamine receptor 2A 1
22245230 10.1016/j.bmc.2011.12.019 5-hydroxytryptamine receptor 1A 1
22245230 10.1016/j.bmc.2011.12.019 D(4) dopamine receptor 1
22245230 10.1016/j.bmc.2011.12.019 D(3) dopamine receptor 1

Data from ChEMBL 36 via Core Engine