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Compound Detail

CHEMBL3883955

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O=c1ccc(OCCCN2CCC(c3noc4cc(F)ccc34)CC2)nn1-c1c(F)cccc1F

Basic Information

ChEMBL ID CHEMBL3883955
Phase Preclinical
Structure Type MOL
InChI Key JCSJNNBJTFWLCL-UHFFFAOYSA-N
14
Targets
15
Activities
1
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

484.5
MW (Da)
4.44
ALogP
7
HBA
0
HBD
73.4
PSA (Ų)
0.36
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H23F3N4O3
MW 484.48
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.61

Activity Summary

Ki 15 meas. best 9.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 2A
CHEMBL322
Ki 9.52 9.52 0.3 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 9.3 9.3 0.5 2
D(2) dopamine receptor
CHEMBL339
Ki 9.3 9.3 0.5 1
D(2) dopamine receptor
CHEMBL217
Ki 8.3 8.3 5.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 8.23 8.23 5.9 1
5-hydroxytryptamine receptor 1A
CHEMBL273
Ki 8.23 8.23 5.9 1
D(3) dopamine receptor
CHEMBL234
Ki 7.45 7.45 35.7 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 6.47 6.47 337.2 1
Adrenergic receptor alpha-1
CHEMBL1907610
Ki 5.96 5.96 1098.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 5.8 5.8 1584.1 1
5-hydroxytryptamine receptor 2C
CHEMBL324
Ki 5.8 5.8 1584.0 1
Histamine H1 receptor
CHEMBL231
Ki 5.7 5.7 1998.0 1
Histamine H1 receptor
CHEMBL3943
Ki 5.7 5.7 1998.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2A Ki = 0.3 nM 9.52 Displacement of [3H] ketanserin from 5-HT2A receptor in Sprague-Dawley rat cereb... 27639363
5-hydroxytryptamine receptor 2A Ki = 0.3 nM 9.52 Binding affinity to 5-HT2A receptor (unknown origin) 33705900
D(2) dopamine receptor Ki = 0.5 nM 9.3 Displacement of [3H]spiperone from dopamine D2 receptor in Sprague-Dawley rat st... 27639363
5-hydroxytryptamine receptor 6 Ki = 0.5 nM 9.3 Displacement of [3H]lysergic acid diethylamide from human recombinant 5-HT6 rece... 27639363
5-hydroxytryptamine receptor 6 Ki = 0.5 nM 9.3 Binding affinity to 5-HT6 receptor (unknown origin) 33705900
D(2) dopamine receptor Ki = 5.0 nM 8.3 Binding affinity to dopamine D2 receptor (unknown origin) 33705900
5-hydroxytryptamine receptor 1A Ki = 5.9 nM 8.23 Displacement of [3H]8-OH-DPAT from 5-HT1A receptor in Sprague-Dawley rat cerebra... 27639363
5-hydroxytryptamine receptor 1A Ki = 5.9 nM 8.23 Binding affinity to 5-HT1A receptor (unknown origin) 33705900
D(3) dopamine receptor Ki = 35.7 nM 7.45 Binding affinity to dopamine D3 receptor (unknown origin) 33705900
Alpha-1A adrenergic receptor Ki = 337.2 nM 6.47 Binding affinity to alpha1 adrenoceptor (unknown origin) 33705900
Adrenergic receptor alpha-1 Ki = 1098.0 nM 5.96 Displacement of [3H]prazosin from adrenergic alpha1 receptor in Sprague-Dawley r... 27639363
5-hydroxytryptamine receptor 2C Ki = 1584.0 nM 5.8 Displacement of [3H]mesulergine from 5-HT2C receptor in Sprague-Dawley rat cereb... 27639363
5-hydroxytryptamine receptor 2C Ki = 1584.1 nM 5.8 Binding affinity to 5-HT2C receptor (unknown origin) 33705900
Histamine H1 receptor Ki = 1998.0 nM 5.7 Displacement of [3H]mepyramine from histamine H1 receptor in guinea pig cerebell... 27639363
Histamine H1 receptor Ki = 1998.0 nM 5.7 Binding affinity to histamine H1 receptor (unknown origin) 33705900

Literature References

PubMed DOI Target Context # Activities
27639363 10.1016/j.ejmech.2016.09.008 Mus musculus 3
27639363 10.1016/j.ejmech.2016.09.008 ADMET 2
33705900 10.1016/j.bmcl.2021.127909 Histamine H1 receptor 1
27639363 10.1016/j.ejmech.2016.09.008 D(2) dopamine receptor 1
33705900 10.1016/j.bmcl.2021.127909 Alpha-1A adrenergic receptor 1
33705900 10.1016/j.bmcl.2021.127909 5-hydroxytryptamine receptor 6 1
33705900 10.1016/j.bmcl.2021.127909 5-hydroxytryptamine receptor 2C 1
33705900 10.1016/j.bmcl.2021.127909 5-hydroxytryptamine receptor 2A 1
33705900 10.1016/j.bmcl.2021.127909 5-hydroxytryptamine receptor 1A 1
33705900 10.1016/j.bmcl.2021.127909 D(3) dopamine receptor 1
33705900 10.1016/j.bmcl.2021.127909 D(2) dopamine receptor 1
27639363 10.1016/j.ejmech.2016.09.008 NON-PROTEIN TARGET 1
27639363 10.1016/j.ejmech.2016.09.008 5-hydroxytryptamine receptor 6 1
27639363 10.1016/j.ejmech.2016.09.008 Adrenergic receptor alpha-1 1
27639363 10.1016/j.ejmech.2016.09.008 5-hydroxytryptamine receptor 2C 1
27639363 10.1016/j.ejmech.2016.09.008 Histamine H1 receptor 1
27639363 10.1016/j.ejmech.2016.09.008 5-hydroxytryptamine receptor 2A 1
27639363 10.1016/j.ejmech.2016.09.008 5-hydroxytryptamine receptor 1A 1

Data from ChEMBL 36 via Core Engine