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Compound Detail

CHEMBL2312227

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COc1ccccc1OCCNCC1COCC(c2ccccc2)(c2ccccc2)O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2312227
Phase Preclinical
Structure Type MOL
InChI Key HIASEHRDTBGCHW-UHFFFAOYSA-N
7
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

419.5
MW (Da)
4.02
ALogP
5
HBA
1
HBD
49.0
PSA (Ų)
0.53
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H29NO4
MW 419.52
Aromatic Rings 3
Heavy Atoms 31
NP-Likeness 0.08

Activity Summary

Ki 17 meas. best 9.18
EC50 1 meas. best 8.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.18 9.18 0.7 3
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.94 8.94 1.1 3
D(4) dopamine receptor
CHEMBL219
 EC50 8.85 8.85 1.4 1
D(4) dopamine receptor
CHEMBL219
 Ki 8.08 8.08 8.3 2
D(2) dopamine receptor
CHEMBL217
 Ki 7.91 7.91 12.3 1
D(3) dopamine receptor
CHEMBL234
 Ki 7.89 7.885 13.0 2
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.56 7.56 27.5 3
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.25 7.25 56.2 3

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 0.6607 nM 9.18 Displacement of [3H]8-OH-DPAT from human recombinant 5HT1A receptor expressed in... 23252794
5-hydroxytryptamine receptor 1A Ki = 0.6607 nM 9.18 Displacement of [3H]8-OH-DPAT from recombinant human 5HT1A receptor expressed in... 27662034
5-hydroxytryptamine receptor 1A Ki = 0.6607 nM 9.18 Displacement of [3H]-8-OH-DPAT from human recombinant 5-HT1A receptor expressed ... 30844609
Alpha-1D adrenergic receptor Ki = 1.148 nM 8.94 Displacement of [3H]prazosin from human recombinant alpha1D adrenergic receptor ... 23252794
Alpha-1D adrenergic receptor Ki = 1.148 nM 8.94 Displacement of [3H]prazosin from recombinant human alpha-1d adrenergic receptor... 27662034
Alpha-1D adrenergic receptor Ki = 1.148 nM 8.94 Displacement of [3H]Prazosin from human recombinant alpha 1D adrenergic receptor... 30844609
D(4) dopamine receptor EC50 = 1.4 nM 8.85 Agonist activity at D4R (unknown origin) by camp reporter assay 33422983
D(4) dopamine receptor Ki = 8.318 nM 8.08 Displacement of [3H]N-methylspiperone from recombinant human D4 receptor express... 27662034
D(4) dopamine receptor Ki = 8.3 nM 8.08 Displacement of [3H]N-methylspiperone from D4 (unknown origin) receptor expresse... 33422983
D(2) dopamine receptor Ki = 12.3 nM 7.91 Displacement of [3H]N-methylspiperone from recombinant human D2 receptor express... 27662034
D(3) dopamine receptor Ki = 13.0 nM 7.89 Binding affinity to D3R (unknown origin) assessed as inhibition constant 33422983
D(3) dopamine receptor Ki = 13.18 nM 7.88 Displacement of [3H]N-methylspiperone from recombinant human D3 receptor express... 27662034
Alpha-1A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]prazosin from human recombinant alpha1A adrenergic receptor ... 23252794
Alpha-1A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]prazosin from recombinant human alpha-1a adrenergic receptor... 27662034
Alpha-1A adrenergic receptor Ki = 27.54 nM 7.56 Displacement of [3H]Prazosin from human recombinant alpha 1A adrenergic receptor... 30844609
Alpha-1B adrenergic receptor Ki = 56.23 nM 7.25 Displacement of [3H]prazosin from human recombinant alpha1B adrenergic receptor ... 23252794
Alpha-1B adrenergic receptor Ki = 56.23 nM 7.25 Displacement of [3H]prazosin from recombinant human alpha-1b adrenergic receptor... 27662034
Alpha-1B adrenergic receptor Ki = 56.23 nM 7.25 Displacement of [3H]Prazosin from human recombinant alpha 1B adrenergic receptor... 30844609

Literature References

PubMed DOI Target Context # Activities
27662034 10.1016/j.ejmech.2016.09.026 Unchecked 6
23252794 10.1021/jm301525w PC-3 3
33422983 10.1016/j.ejmech.2020.113141 D(4) dopamine receptor 3
30844609 10.1016/j.ejmech.2019.02.056 Fibroblast 3
30844609 10.1016/j.ejmech.2019.02.056 DU-145 3
30844609 10.1016/j.ejmech.2019.02.056 PC-3 3
30844609 10.1016/j.ejmech.2019.02.056 5-hydroxytryptamine receptor 1A 3
27662034 10.1016/j.ejmech.2016.09.026 5-hydroxytryptamine receptor 1A 3
23252794 10.1021/jm301525w 5-hydroxytryptamine receptor 1A 3
27662034 10.1016/j.ejmech.2016.09.026 Alpha-1A adrenergic receptor 1
27662034 10.1016/j.ejmech.2016.09.026 Alpha-1B adrenergic receptor 1
27662034 10.1016/j.ejmech.2016.09.026 D(2) dopamine receptor 1
27662034 10.1016/j.ejmech.2016.09.026 D(3) dopamine receptor 1
27662034 10.1016/j.ejmech.2016.09.026 D(4) dopamine receptor 1
30844609 10.1016/j.ejmech.2019.02.056 Alpha-1A adrenergic receptor 1
30844609 10.1016/j.ejmech.2019.02.056 Alpha-1B adrenergic receptor 1
30844609 10.1016/j.ejmech.2019.02.056 Alpha-1D adrenergic receptor 1
27662034 10.1016/j.ejmech.2016.09.026 Alpha-1D adrenergic receptor 1
23252794 10.1021/jm301525w Alpha-1B adrenergic receptor 1
23252794 10.1021/jm301525w Alpha-1A adrenergic receptor 1

Data from ChEMBL 36 via Core Engine