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Compound Detail

CHEMBL2153559

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COc1cccc(OC)c1OCCNC[C@H]1COc2c(OC)cccc2O1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2153559
Phase Preclinical
Structure Type MOL
InChI Key DJRYYCRQDCUSHQ-UQKRIMTDSA-N
Parent Compound CHEMBL2220898
Active Moiety CHEMBL2220898
8
Targets
9
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

375.4
MW (Da)
2.52
ALogP
7
HBA
1
HBD
67.4
PSA (Ų)
0.68
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 C20H26ClNO6
MW 411.88
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.08

Activity Summary

Kd 5 meas. best 8.24
Ki 4 meas. best 7.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 8.24 8.24 5.8 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 7.78 7.78 16.6 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.62 7.62 24.0 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.54 7.54 28.8 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 7.4 7.335 39.8 2
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 7.1 7.1 79.4 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 6.35 6.35 446.7 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 5.67 5.67 2138.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Kd = 5.754 nM 8.24 Antagonist activity at alpha1D adrenoceptor in Sprague-Dawley rat thoracic aorta... 23124215
Alpha-1B adrenergic receptor Kd = 16.6 nM 7.78 Antagonist activity at alpha1B adrenoceptor in Sprague-Dawley rat spleen assesse... 23124215
Alpha-1A adrenergic receptor Ki = 23.99 nM 7.62 Displacement of [3H]prazosin from human cloned alpha1A adrenoceptor expressed in... 23124215
5-hydroxytryptamine receptor 1A Ki = 28.84 nM 7.54 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor in rat hippocampal membranes... 23124215
Alpha-1A adrenergic receptor Kd = 39.81 nM 7.4 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostate asses... 23124215
Alpha-1A adrenergic receptor Kd = 53.7 nM 7.27 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostatic vas ... 23124215
Alpha-1D adrenergic receptor Ki = 79.43 nM 7.1 Displacement of [3H]prazosin from human cloned alpha1D adrenoceptor expressed in... 23124215
Alpha-1B adrenergic receptor Ki = 446.68 nM 6.35 Displacement of [3H]prazosin from human cloned alpha1B adrenoceptor expressed in... 23124215
Adrenergic receptor alpha-2 Kd = 2137.96 nM 5.67 Antagonist activity at alpha2 adrenoceptor in Sprague-Dawley rat prostatic vas d... 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