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Compound Detail

CHEMBL322275

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COc1cccc2c1CCCC2CCCN1CCN(c2ccccc2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL322275
Phase Preclinical
Structure Type MOL
InChI Key JGCUFOXBUYJGBX-UHFFFAOYSA-N
8
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

364.5
MW (Da)
4.72
ALogP
3
HBA
0
HBD
15.7
PSA (Ų)
0.74
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 C24H32N2O
MW 364.53
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.66

Activity Summary

IC50 18 meas. best 9.44
Ki 1 meas. best 9.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 9.44 9.335 0.4 4
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 9.3 9.3 0.5 1
Adrenergic receptor alpha-1
CHEMBL1907610
 IC50 7.37 7.3025 43.0 4
D(2) dopamine receptor
CHEMBL339
 IC50 7.01 6.9725 96.7 4
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 IC50 6.77 6.705 170.0 2
Sigma non-opioid intracellular receptor 1
CHEMBL287
 IC50 6.7 6.7 198.0 1
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 6.64 6.64 230.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 IC50 6.58 6.58 260.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A IC50 = 0.36 nM 9.44 In vitro binding affinity measured on serotonin 5-hydroxytryptamine 1A receptor ... 7699710
5-hydroxytryptamine receptor 1A IC50 = 0.5 nM 9.3 Binding affinity against serotonin 5-hydroxytryptamine 1A receptor in rat hippoc... 8759642
5-hydroxytryptamine receptor 1A Ki = 0.5 nM 9.3 Binding affinity to 5-HT1A receptor (unknown origin) assessed as inhibition cons... 35939391
5-hydroxytryptamine receptor 1A IC50 = 0.5 nM 9.3 Binding affinity towards rat 5-hydroxytryptamine 1A receptor was evaluated using... 8960552
5-hydroxytryptamine receptor 1A IC50 = 0.5 nM 9.3 In vitro inhibition of [3H]8-OH-DPAT binding to rat 5-HT 1a receptors. 9986719
Adrenergic receptor alpha-1 IC50 = 43.0 nM 7.37 Binding affinity against Alpha-1 adrenergic receptor in rat brain membrane using... 8759642
Adrenergic receptor alpha-1 IC50 = 43.0 nM 7.37 In vitro inhibition of [3H]prazosin binding to rat alpha-1 adrenergic receptors. 9986719
Adrenergic receptor alpha-1 IC50 = 43.0 nM 7.37 Binding affinity towards rat Alpha-1 adrenergic receptor was evaluated using [3H... 8960552
Adrenergic receptor alpha-1 IC50 = 78.8 nM 7.1 In vitro binding affinity measured on alpha-1 adrenergic receptor using [3H]praz... 7699710
D(2) dopamine receptor IC50 = 96.7 nM 7.01 In vitro binding affinity measured on dopamine receptor D2 using [3H]spiroperido... 7699710
D(2) dopamine receptor IC50 = 110.0 nM 6.96 Binding affinity to rat Dopamine receptor D2 expressed in CHO cells was determin... 8759642
D(2) dopamine receptor IC50 = 110.0 nM 6.96 In vitro inhibition of [3H]spiroperidol binding to rat Dopamine D2 receptors. 9986719
D(2) dopamine receptor IC50 = 110.0 nM 6.96 Binding affinity towards rat Dopamine receptor D2 was evaluated using [3H]- spir... 8960552
Serotonin 2 (5-HT2) receptor IC50 = 170.0 nM 6.77 In vitro binding affinity measured on serotonin 5-hydroxytryptamine 2 receptor u... 7699710
Sigma non-opioid intracellular receptor 1 IC50 = 198.0 nM 6.7 In vitro binding affinity measured on sigma opioid receptor using [3H]DTG as rad... 7699710
Serotonin 2 (5-HT2) receptor IC50 = 230.0 nM 6.64 Binding affinity against 5-hydroxytryptamine 2 receptor in rat brain using [3H]k... 8759642
5-hydroxytryptamine receptor 2A IC50 = 230.0 nM 6.64 Binding affinity towards rat 5-hydroxytryptamine 2A receptor was evaluated using... 8960552
Adrenergic receptor alpha-2 IC50 = 260.0 nM 6.58 Binding affinity against Alpha-2 adrenergic receptor in rat brain membrane using... 8759642
Adrenergic receptor alpha-2 IC50 = 260.0 nM 6.58 Binding affinity towards rat Alpha-2 adrenergic receptor was evaluated using [3H... 8960552

Literature References

PubMed DOI Target Context # Activities
8960552 10.1021/jm9604538 Unchecked 3
8759642 10.1021/jm960087s Unchecked 3
9986719 10.1021/jm980420n Unchecked 2
8960552 10.1021/jm9604538 Adrenergic receptor alpha-1 2
7699710 10.1021/jm00006a013 Unchecked 2
8759642 10.1021/jm960087s Adrenergic receptor alpha-2 1
8759642 10.1021/jm960087s Serotonin 1a (5-HT1a) receptor/Adrenergic receptor alpha-1 1
9986719 10.1021/jm980420n 5-hydroxytryptamine receptor 1A 1
9986719 10.1021/jm980420n D(2) dopamine receptor 1
9986719 10.1021/jm980420n Adrenergic receptor alpha-1 1
8759642 10.1021/jm960087s 5-hydroxytryptamine receptor 1A 1
7699710 10.1021/jm00006a013 5-hydroxytryptamine receptor 1A 1
7699710 10.1021/jm00006a013 Serotonin 2 (5-HT2) receptor 1
7699710 10.1021/jm00006a013 D(2) dopamine receptor 1
7699710 10.1021/jm00006a013 Adrenergic receptor alpha-1 1
35939391 10.1021/acs.jmedchem.2c00633 5-hydroxytryptamine receptor 1A 1
8759642 10.1021/jm960087s Adrenergic receptor alpha-1 1
7699710 10.1021/jm00006a013 Serotonin 1a (5-HT1a) receptor/Adrenergic receptor alpha-1 1
8960552 10.1021/jm9604538 5-hydroxytryptamine receptor 1A 1
8759642 10.1021/jm960087s D(2) dopamine receptor 1

Data from ChEMBL 36 via Core Engine