Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL26929

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1ccccc1N1CCN(CCCC2CCCc3c(OC)cccc32)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL26929
Phase Preclinical
Structure Type MOL
InChI Key INGWKGCHJJYQIB-UHFFFAOYSA-N
9
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

394.6
MW (Da)
4.73
ALogP
4
HBA
0
HBD
24.9
PSA (Ų)
0.68
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 C25H34N2O2
MW 394.56
Aromatic Rings 2
Heavy Atoms 29
NP-Likeness -0.62

Activity Summary

IC50 20 meas. best 9.49
Ki 3 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 IC50 9.49 9.205 0.3 4
Adrenergic receptor alpha-1
CHEMBL1907610
 Ki 9.0 9.0 1.0 1
Adrenergic receptor alpha-1
CHEMBL1907610
 IC50 8.71 8.32 1.9 4
D(2) dopamine receptor
CHEMBL339
 Ki 8.15 8.15 7.0 1
Adrenergic receptor alpha-2
CHEMBL2093864
 IC50 7.77 7.77 17.0 2
D(2) dopamine receptor
CHEMBL339
 IC50 7.75 7.7375 18.0 4
D(2) dopamine receptor
CHEMBL217
 IC50 7.7 7.7 20.0 1
D(4) dopamine receptor
CHEMBL219
 Ki 7.43 7.43 37.0 1
D(4) dopamine receptor
CHEMBL219
 IC50 7.22 7.22 60.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 IC50 7.22 7.22 59.9 1
Serotonin 2 (5-HT2) receptor
CHEMBL2093870
 IC50 6.48 6.465 330.0 2
5-hydroxytryptamine receptor 2A
CHEMBL322
 IC50 6.48 6.48 330.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A IC50 = 0.32 nM 9.49 In vitro binding affinity measured on serotonin 5-hydroxytryptamine 1A receptor ... 7699710
5-hydroxytryptamine receptor 1A IC50 = 0.77 nM 9.11 Binding affinity against serotonin 5-hydroxytryptamine 1A receptor in rat hippoc... 8759642
5-hydroxytryptamine receptor 1A IC50 = 0.77 nM 9.11 In vitro inhibition of [3H]8-OH-DPAT binding to rat 5-HT 1a receptors. 9986719
5-hydroxytryptamine receptor 1A IC50 = 0.77 nM 9.11 Binding affinity towards rat 5-hydroxytryptamine 1A receptor was evaluated using... 8960552
Adrenergic receptor alpha-1 Ki = 1.0 nM 9.0 Displacement of [3H]prazosin from Alpha-1 adrenergic receptor of rat cerebral co... -
Adrenergic receptor alpha-1 IC50 = 1.94 nM 8.71 In vitro binding affinity measured on alpha-1 adrenergic receptor using [3H]praz... 7699710
Adrenergic receptor alpha-1 IC50 = 6.5 nM 8.19 Binding affinity against Alpha-1 adrenergic receptor in rat brain membrane using... 8759642
Adrenergic receptor alpha-1 IC50 = 6.5 nM 8.19 In vitro inhibition of [3H]prazosin binding to rat alpha-1 adrenergic receptors. 9986719
Adrenergic receptor alpha-1 IC50 = 6.5 nM 8.19 Binding affinity towards rat Alpha-1 adrenergic receptor was evaluated using [3H... 8960552
D(2) dopamine receptor Ki = 7.0 nM 8.15 Displacement of [3H]spiperone from Dopamine receptor D2 of rat corpora striata s... -
Adrenergic receptor alpha-2 IC50 = 17.0 nM 7.77 Binding affinity against Alpha-2 adrenergic receptor in rat brain membrane using... 8759642
Adrenergic receptor alpha-2 IC50 = 17.0 nM 7.77 Binding affinity towards rat Alpha-2 adrenergic receptor was evaluated using [3H... 8960552
D(2) dopamine receptor IC50 = 18.0 nM 7.75 In vitro inhibition of [3H]spiroperidol binding to rat Dopamine D2 receptors. 9986719
D(2) dopamine receptor IC50 = 18.0 nM 7.75 Binding affinity towards rat Dopamine receptor D2 was evaluated using [3H]- spir... 8960552
D(2) dopamine receptor IC50 = 18.0 nM 7.75 Binding affinity to rat Dopamine receptor D2 expressed in CHO cells was determin... 8759642
D(2) dopamine receptor IC50 = 20.0 nM 7.7 In vitro binding affinity measured on dopamine receptor D2 using [3H]spiroperido... 7699710
D(2) dopamine receptor IC50 = 20.0 nM 7.7 In vitro binding affinity at human cloned Dopamine receptor D2 by [3H]spiroperid... 9822559
D(4) dopamine receptor Ki = 37.0 nM 7.43 Displacement of [3H]YM-09151-2 from human Dopamine receptor D4.2 expressed in ba... -
Sigma non-opioid intracellular receptor 1 IC50 = 59.9 nM 7.22 In vitro binding affinity measured on sigma opioid receptor using [3H]DTG as rad... 7699710
D(4) dopamine receptor IC50 = 60.0 nM 7.22 In vitro binding affinity at human cloned Dopamine receptor D4.2 by [3H]YM-09151... 9822559

Literature References

PubMed DOI Target Context # Activities
8960552 10.1021/jm9604538 Unchecked 3
8759642 10.1021/jm960087s Unchecked 3
7699710 10.1021/jm00006a013 Unchecked 2
8960552 10.1021/jm9604538 Adrenergic receptor alpha-1 2
- 10.1016/S0960-894X(97)00218-7 Unchecked 2
9986719 10.1021/jm980420n Unchecked 2
8759642 10.1021/jm960087s Serotonin 1a (5-HT1a) receptor/Adrenergic receptor alpha-1 1
7699710 10.1021/jm00006a013 D(2) dopamine receptor 1
9822559 10.1021/jm981041x D(2) dopamine receptor 1
7699710 10.1021/jm00006a013 5-hydroxytryptamine receptor 1A 1
9986719 10.1021/jm980420n Adrenergic receptor alpha-1 1
9986719 10.1021/jm980420n D(2) dopamine receptor 1
9986719 10.1021/jm980420n 5-hydroxytryptamine receptor 1A 1
- 10.1016/S0960-894X(97)00218-7 D(4) dopamine receptor 1
8759642 10.1021/jm960087s Adrenergic receptor alpha-2 1
8759642 10.1021/jm960087s Adrenergic receptor alpha-1 1
8759642 10.1021/jm960087s D(2) dopamine receptor 1
8759642 10.1021/jm960087s Serotonin 2 (5-HT2) receptor 1
8759642 10.1021/jm960087s 5-hydroxytryptamine receptor 1A 1
- 10.1016/S0960-894X(97)00218-7 Adrenergic receptor alpha-1 1

Data from ChEMBL 36 via Core Engine