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

CHEMBL2153557

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

Basic Information

ChEMBL ID CHEMBL2153557
Phase Preclinical
Structure Type MOL
InChI Key GUKQFCSRQQWTQO-ZOWNYOTGSA-N
Parent Compound CHEMBL2220925
Active Moiety CHEMBL2220925
8
Targets
9
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

363.4
MW (Da)
2.65
ALogP
6
HBA
1
HBD
58.2
PSA (Ų)
0.73
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 C19H23ClFNO5
MW 399.85
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.34

Activity Summary

Kd 5 meas. best 8.92
Ki 4 meas. best 9.31

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 9.31 9.31 0.5 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 9.19 9.19 0.6 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 8.92 8.23 1.2 2
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 8.85 8.85 1.4 1
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 8.62 8.62 2.4 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 8.56 8.56 2.8 1
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 8.03 8.03 9.3 1
Adrenergic receptor alpha-2
CHEMBL2093864
 Kd 6.26 6.26 549.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Ki = 0.4898 nM 9.31 Displacement of [3H]prazosin from human cloned alpha1D adrenoceptor expressed in... 23124215
Alpha-1A adrenergic receptor Ki = 0.6457 nM 9.19 Displacement of [3H]prazosin from human cloned alpha1A adrenoceptor expressed in... 23124215
Alpha-1A adrenergic receptor Kd = 1.202 nM 8.92 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostate asses... 23124215
5-hydroxytryptamine receptor 1A Ki = 1.413 nM 8.85 Displacement of [3H]-8-OH-DPAT from 5-HT1A receptor in rat hippocampal membranes... 23124215
Alpha-1B adrenergic receptor Ki = 2.399 nM 8.62 Displacement of [3H]prazosin from human cloned alpha1B adrenoceptor expressed in... 23124215
Alpha-1B adrenergic receptor Kd = 2.754 nM 8.56 Antagonist activity at alpha1B adrenoceptor in Sprague-Dawley rat spleen assesse... 23124215
Alpha-1D adrenergic receptor Kd = 9.333 nM 8.03 Antagonist activity at alpha1D adrenoceptor in Sprague-Dawley rat thoracic aorta... 23124215
Alpha-1A adrenergic receptor Kd = 28.84 nM 7.54 Antagonist activity at alpha1A adrenoceptor in Sprague-Dawley rat prostatic vas ... 23124215
Adrenergic receptor alpha-2 Kd = 549.54 nM 6.26 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