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Compound Detail

CHEMBL2153551

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COc1cccc(OC)c1OCCNC[C@H]1COc2cccc(O)c2O1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2153551
Phase Preclinical
Structure Type MOL
InChI Key IECDJRLGTAPRLT-ZOWNYOTGSA-N
Parent Compound CHEMBL2221145
Active Moiety CHEMBL2221145
7
Targets
8
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

361.4
MW (Da)
2.22
ALogP
7
HBA
2
HBD
78.4
PSA (Ų)
0.70
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H24ClNO6
MW 397.86
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 0.24

Activity Summary

Kd 4 meas. best 7.8
Ki 4 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 9.0 9.0 1.0 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 8.66 8.66 2.2 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.05 8.05 8.9 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 7.8 7.8 15.8 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.51 7.51 30.9 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 7.3 7.04 50.1 2
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 7.29 7.29 51.3 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 1A Ki = 1.0 nM 9.0 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor in rat hippocampal membranes... 23124215
Alpha-1A adrenergic receptor Ki = 2.188 nM 8.66 Displacement of [3H]prazosin from human cloned alpha1A adrenoceptor expressed in... 23124215
Alpha-1D adrenergic receptor Ki = 8.913 nM 8.05 Displacement of [3H]prazosin from human cloned alpha1D adrenoceptor expressed in... 23124215
Alpha-1B adrenergic receptor Kd = 15.85 nM 7.8 Antagonist activity at alpha1B adrenoceptor in Sprague-Dawley rat spleen assesse... 23124215
Alpha-1B adrenergic receptor Ki = 30.9 nM 7.51 Displacement of [3H]prazosin from human cloned alpha1B adrenoceptor expressed in... 23124215
Alpha-1A adrenergic receptor Kd = 50.12 nM 7.3 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostate asses... 23124215
Alpha-1D adrenergic receptor Kd = 51.29 nM 7.29 Antagonist activity at alpha1D adrenoceptor in Sprague-Dawley rat thoracic aorta... 23124215
Alpha-1A adrenergic receptor Kd = 165.96 nM 6.78 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostatic vas ... 23124215

Literature References

PubMed DOI Target Context # Activities
23124215 10.1016/j.ejmech.2012.09.049 Alpha-1A adrenergic receptor 4
23124215 10.1016/j.ejmech.2012.09.049 Unchecked 3
23124215 10.1016/j.ejmech.2012.09.049 Alpha-1B adrenergic receptor 2
23124215 10.1016/j.ejmech.2012.09.049 Alpha-1D adrenergic receptor 2
23124215 10.1016/j.ejmech.2012.09.049 5-hydroxytryptamine receptor 1A 1
23124215 10.1016/j.ejmech.2012.09.049 Adrenergic receptor alpha-2 1

Data from ChEMBL 36 via Core Engine