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Compound Detail

CHEMBL217469

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COc1ccc2ccccc2c1OCCNC[C@H]1COc2ccccc2O1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL217469
Phase Preclinical
Structure Type MOL
InChI Key JQLOQIYDEYNBTQ-LMOVPXPDSA-N
Parent Compound CHEMBL1182182
Active Moiety CHEMBL1182182
8
Targets
12
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

365.4
MW (Da)
3.66
ALogP
5
HBA
1
HBD
49.0
PSA (Ų)
0.65
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 C22H24ClNO4
MW 401.89
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.12

Activity Summary

Ki 8 meas. best 8.8
Kd 4 meas. best 10.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Alpha-1D adrenergic receptor
CHEMBL326
 Kd 10.68 10.68 0.0 1
Alpha-1B adrenergic receptor
CHEMBL315
 Kd 9.69 9.69 0.2 1
Alpha-1A adrenergic receptor
CHEMBL319
 Kd 8.96 8.96 1.1 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 8.8 8.8 1.6 2
Alpha-1D adrenergic receptor
CHEMBL223
 Ki 8.18 8.18 6.6 2
5-hydroxytryptamine receptor 1A
CHEMBL273
 Ki 7.95 7.95 11.2 2
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.8 7.8 15.8 2
Alpha-2A adrenergic receptor
CHEMBL327
 Kd 5.87 5.87 1349.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Alpha-1D adrenergic receptor Kd = 0.02089 nM 10.68 Activity at adrenergic alpha 1D receptor assessed as antagonism on noradrenaline... 17125266
Alpha-1B adrenergic receptor Kd = 0.2042 nM 9.69 Activity at adrenergic alpha 1B receptor assessed as antagonsim of phenylephrine... 17125266
Alpha-1A adrenergic receptor Kd = 1.096 nM 8.96 Activity at adrenergic alpha 1A receptor assessed as antagonism of noradrenaline... 17125266
Alpha-1A adrenergic receptor Ki = 1.585 nM 8.8 Displacement of [3H]prazosin from cloned human adrenergic alpha 1A receptor expr... 17125266
Alpha-1A adrenergic receptor Ki = 1.585 nM 8.8 Displacement of [3H]prazosin from human alpha-1A adrenoreceptor expressed in CHO... 23902232
Alpha-1D adrenergic receptor Ki = 6.607 nM 8.18 Displacement of [3H]prazosin from cloned human adrenergic alpha 1D receptor expr... 17125266
Alpha-1D adrenergic receptor Ki = 6.607 nM 8.18 Displacement of [3H]prazosin from human alpha-1D adrenoreceptor expressed in CHO... 23902232
5-hydroxytryptamine receptor 1A Ki = 11.22 nM 7.95 Displacement of [3H]8-OH-DPAT from 5-HT1A receptor in rat hippocampus 17125266
5-hydroxytryptamine receptor 1A Ki = 11.22 nM 7.95 Displacement of [3H]-8-OHDPAT from 5-HT1A receptor in rat hippocampal membranes ... 23902232
Alpha-1B adrenergic receptor Ki = 15.85 nM 7.8 Displacement of [3H]prazosin from cloned human adrenergic alpha 1B receptor expr... 17125266
Alpha-1B adrenergic receptor Ki = 15.85 nM 7.8 Displacement of [3H]prazosin from human alpha-1B adrenoreceptor expressed in CHO... 23902232
Alpha-2A adrenergic receptor Kd = 1348.96 nM 5.87 Activity at adrenergic alpha 2A receptor assessed as antagonism on noradrenaline... 17125266

Literature References

PubMed DOI Target Context # Activities
23902232 10.1021/jm400867d Unchecked 3
17125266 10.1021/jm060358r Alpha-1A adrenergic receptor 2
17125266 10.1021/jm060358r Alpha-1B adrenergic receptor 2
17125266 10.1021/jm060358r Alpha-1D adrenergic receptor 2
17125266 10.1021/jm060358r 5-hydroxytryptamine receptor 1A 1
17125266 10.1021/jm060358r Alpha adrenergic receptor (1a and 1d) 1
17125266 10.1021/jm060358r Adrenergic receptors; alpha-1 A & B 1
17125266 10.1021/jm060358r Unchecked 1
17125266 10.1021/jm060358r Alpha-2A adrenergic receptor 1
17125266 10.1021/jm060358r Alpha adrenergic receptor 1A and 1B 1
17125266 10.1021/jm060358r Alpha adrenergic receptor 1A and 1D 1
17125266 10.1021/jm060358r Cavia porcellus 1
23902232 10.1021/jm400867d 5-hydroxytryptamine receptor 1A 1
23902232 10.1021/jm400867d Alpha-1D adrenergic receptor 1
23902232 10.1021/jm400867d Alpha-1B adrenergic receptor 1
23902232 10.1021/jm400867d Alpha-1A adrenergic receptor 1

Data from ChEMBL 36 via Core Engine