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Compound Detail

CHEMBL2153553

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

Basic Information

ChEMBL ID CHEMBL2153553
Phase Preclinical
Structure Type MOL
InChI Key SVIGTXXLLPDUPU-UQKRIMTDSA-N
Parent Compound CHEMBL2221147
Active Moiety CHEMBL2221147
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 0.05

Activity Summary

Kd 5 meas. best 9.58
Ki 4 meas. best 9.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 9.58 9.58 0.3 1
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 9.43 9.43 0.4 1
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 9.07 9.07 0.9 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 9.04 9.04 0.9 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 8.77 8.66 1.7 2
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 8.56 8.56 2.8 1
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 7.93 7.93 11.8 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 6.23 6.23 588.8 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1B adrenergic receptor Kd = 0.263 nM 9.58 Antagonist activity at alpha1B adrenoceptor in Sprague-Dawley rat spleen assesse... 23124215
Alpha-1D adrenergic receptor Ki = 0.3715 nM 9.43 Displacement of [3H]prazosin from human cloned alpha1D adrenoceptor expressed in... 23124215
5-hydroxytryptamine receptor 1A Ki = 0.8511 nM 9.07 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor in rat hippocampal membranes... 23124215
Alpha-1A adrenergic receptor Ki = 0.912 nM 9.04 Displacement of [3H]prazosin from human cloned alpha1A adrenoceptor expressed in... 23124215
Alpha-1A adrenergic receptor Kd = 1.698 nM 8.77 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostatic vas ... 23124215
Alpha-1B adrenergic receptor Ki = 2.754 nM 8.56 Displacement of [3H]prazosin from human cloned alpha1B adrenoceptor expressed in... 23124215
Alpha-1A adrenergic receptor Kd = 2.818 nM 8.55 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostate asses... 23124215
Alpha-1D adrenergic receptor Kd = 11.75 nM 7.93 Antagonist activity at alpha1D adrenoceptor in Sprague-Dawley rat thoracic aorta... 23124215
Adrenergic receptor alpha-2 Kd = 588.84 nM 6.23 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