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Compound Detail

CHEMBL4291048

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OC1(c2ccc(Cl)c(C(F)(F)F)c2)CCN(CCCN(c2ccc(F)cc2)c2ccc(F)cc2)CC1

Basic Information

ChEMBL ID CHEMBL4291048
Phase Preclinical
Structure Type MOL
InChI Key FOLXSEMOHDUPCN-UHFFFAOYSA-N
23
Targets
29
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

525.0
MW (Da)
7.15
ALogP
3
HBA
1
HBD
26.7
PSA (Ų)
0.33
QED
2
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H26ClF5N2O
MW 524.96
Aromatic Rings 3
Heavy Atoms 36
NP-Likeness -0.97

Activity Summary

Ki 20 meas. best 7.6
IC50 9 meas. best 5.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(4) dopamine receptor
CHEMBL219
Ki 7.6 7.6 25.0 1
D(2) dopamine receptor
CHEMBL217
Ki 6.83 6.83 148.0 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.79 6.79 164.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.75 6.75 177.0 1
Histamine H2 receptor
CHEMBL1941
Ki 6.6 6.6 252.0 1
D(1A) dopamine receptor
CHEMBL2056
Ki 6.52 6.52 300.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.4 6.4 402.0 1
D(1B) dopamine receptor
CHEMBL1850
Ki 6.36 6.36 437.0 1
D(3) dopamine receptor
CHEMBL234
Ki 6.32 6.32 474.0 1
Kappa-type opioid receptor
CHEMBL237
Ki 6.18 6.18 667.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
Ki 6.12 6.12 752.0 1
Histamine H1 receptor
CHEMBL231
Ki 6.09 6.09 814.0 1
Sodium-dependent serotonin transporter
CHEMBL228
Ki 6.04 6.04 903.0 1
Mu-type opioid receptor
CHEMBL233
Ki 6.04 6.04 902.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
Ki 6.04 6.04 902.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.92 5.92 1191.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 5.9 5.9 1262.0 1
Delta-type opioid receptor
CHEMBL236
Ki 5.81 5.81 1558.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 5.8 5.8 1574.0 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 5.78 5.78 1680.0 1
MDA-MB-231
CHEMBL400
IC50 5.46 5.31 3500.0 3
NIH3T3
CHEMBL614822
IC50 5.4 5.2733 4000.0 3
Lewis lung carcinoma cell line
CHEMBL614088
IC50 5.39 5.2633 4100.0 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(4) dopamine receptor Ki = 25.0 nM 7.6 Displacement of [3H]N-methylspiperone from human dopamine D4 receptor by radioli... 30389290
D(2) dopamine receptor Ki = 148.0 nM 6.83 Displacement of [3H]N-methylspiperone from human dopamine D2 receptor expressed ... 30389290
5-hydroxytryptamine receptor 2A Ki = 164.0 nM 6.79 Displacement of [3H]Ketanserin from 5-HT2A receptor (unknown origin) by radiolig... 30389290
5-hydroxytryptamine receptor 2B Ki = 177.0 nM 6.75 Displacement of [3H]LSD from human 5-HT2B receptor expressed in HEK cells by rad... 30389290
Histamine H2 receptor Ki = 252.0 nM 6.6 Displacement of [3H]Cimetidine from human H2 receptor expressed in HEK cells by ... 30389290
D(1A) dopamine receptor Ki = 300.0 nM 6.52 Displacement of [3H]SCH23390 from human dopamine D1 receptor expressed in HEK293... 30389290
5-hydroxytryptamine receptor 2C Ki = 402.0 nM 6.4 Displacement of [3H]Mesulergine from human 5-HT2C receptor expressed in HEK293Fl... 30389290
D(1B) dopamine receptor Ki = 437.0 nM 6.36 Displacement of [3H]SCH23390 from human dopamine D5 receptor expressed in HEK293... 30389290
D(3) dopamine receptor Ki = 474.0 nM 6.32 Displacement of [3H]N-methylspiperone from human dopamine D3 receptor expressed ... 30389290
Kappa-type opioid receptor Ki = 667.0 nM 6.18 Displacement of [3H]U69593 from KOR (unknown origin) expressed in HEK cells by r... 30389290
5-hydroxytryptamine receptor 1D Ki = 752.0 nM 6.12 Displacement of [3H]5-CT from human 5-HT1D receptor expressed in HEK293T cells b... 30389290
Histamine H1 receptor Ki = 814.0 nM 6.09 Displacement of [3H]Pyrilamine from human H1 receptor expressed in HEK cells by ... 30389290
Mu-type opioid receptor Ki = 902.0 nM 6.04 Displacement of [3H]DAMGO from human MOR expressed in HEK cells by radioligand b... 30389290
Sodium-dependent noradrenaline transporter Ki = 902.0 nM 6.04 Displacement of [3H]Nisoxetine from human NET expressed in HEK cells by radiolig... 30389290
Sodium-dependent serotonin transporter Ki = 903.0 nM 6.04 Displacement of [3H]Citalopram from human SERT expressed in HEK cells by radioli... 30389290
Sodium-dependent dopamine transporter Ki = 1191.0 nM 5.92 Displacement of [3H]WIN35428 from human DAT expressed in HEK cells by radioligan... 30389290
5-hydroxytryptamine receptor 1A Ki = 1262.0 nM 5.9 Displacement of [3H]-Way100635 from human 5HT1A receptor expressed in stable CHO... 30389290
Delta-type opioid receptor Ki = 1558.0 nM 5.81 Displacement of [3H]DADLE from human DOR expressed in HEK cells by radioligand b... 30389290
5-hydroxytryptamine receptor 7 Ki = 1574.0 nM 5.8 Displacement of [3H]LSD from human 5-HT7A receptor expressed in HEK cells by rad... 30389290
5-hydroxytryptamine receptor 6 Ki = 1680.0 nM 5.78 Displacement of [3H]LSD from human 5-HT6 receptor expressed in HEK cells by radi... 30389290

Literature References

PubMed DOI Target Context # Activities
30389290 10.1016/j.bmcl.2018.10.036 Lewis lung carcinoma cell line 3
30389290 10.1016/j.bmcl.2018.10.036 NIH3T3 3
30389290 10.1016/j.bmcl.2018.10.036 MDA-MB-231 3
30389290 10.1016/j.bmcl.2018.10.036 Sodium-dependent dopamine transporter 2
30389290 10.1016/j.bmcl.2018.10.036 Histamine H1 receptor 2
30389290 10.1016/j.bmcl.2018.10.036 Delta-type opioid receptor 2
30389290 10.1016/j.bmcl.2018.10.036 Mu-type opioid receptor 2
30389290 10.1016/j.bmcl.2018.10.036 Kappa-type opioid receptor 2
30389290 10.1016/j.bmcl.2018.10.036 D(1B) dopamine receptor 2
30389290 10.1016/j.bmcl.2018.10.036 D(4) dopamine receptor 2
30389290 10.1016/j.bmcl.2018.10.036 D(3) dopamine receptor 2
30389290 10.1016/j.bmcl.2018.10.036 D(2) dopamine receptor 2
30389290 10.1016/j.bmcl.2018.10.036 D(1A) dopamine receptor 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 7 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 6 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 5A 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 2C 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 2B 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 2A 2
30389290 10.1016/j.bmcl.2018.10.036 5-hydroxytryptamine receptor 1D 2

Data from ChEMBL 36 via Core Engine