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Compound Detail

CHEMBL3800303

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COc1cc(CCNC[C@H](O)c2ccc(O)c(O)c2)ccc1OCCCc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3800303
Phase Preclinical
Structure Type MOL
InChI Key PGSGTPNUOJTSEM-DEOSSOPVSA-N
8
Targets
22
Activities
2
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

437.5
MW (Da)
3.98
ALogP
6
HBA
4
HBD
91.2
PSA (Ų)
0.25
QED
0
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H31NO5
MW 437.54
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness 0.07

Activity Summary

EC50 11 meas. best 7.0
Ki 11 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 Ki 7.8 6.86 16.0 2
Beta-2 adrenergic receptor
CHEMBL210
 Ki 7.75 7.75 18.0 2
D(3) dopamine receptor
CHEMBL234
 Ki 7.21 7.21 62.0 1
D(2) dopamine receptor
CHEMBL217
 Ki 7.17 7.065 67.0 2
Beta-1 adrenergic receptor
CHEMBL3440
 Ki 7.07 7.07 85.0 2
Beta-2 adrenergic receptor
CHEMBL210
 EC50 7.0 6.2817 100.0 6
D(4) dopamine receptor
CHEMBL219
 Ki 6.85 6.85 140.0 1
D(2) dopamine receptor
CHEMBL217
 EC50 6.7 6.7 200.0 1
D(1A) dopamine receptor
CHEMBL2056
 Ki 6.37 6.37 430.0 1
Beta-1 adrenergic receptor
CHEMBL213
 EC50 6.3 6.05 501.2 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked Ki = 16.0 nM 7.8 Displacement of [3H]prazosine from alpha-1 receptor in porcine cortical membrane... 27132867
Beta-2 adrenergic receptor Ki = 18.0 nM 7.75 Displacement of [3H]-CGP-12177 from human beta2-adrenergic receptor expressed in... 31042379
Beta-2 adrenergic receptor Ki = 18.0 nM 7.75 Displacement of [3H]CGP12177 from human beta2 receptor expressed in CHO cells 27132867
D(3) dopamine receptor Ki = 62.0 nM 7.21 Displacement of [3H]spiperone from human D3 receptor expressed in CHO cells 27132867
D(2) dopamine receptor Ki = 67.0 nM 7.17 Displacement of [3H]spiperone from human D2S receptor expressed in CHO cells 27132867
Beta-1 adrenergic receptor Ki = 85.0 nM 7.07 Displacement of [3H]-CGP-12177 from murine beta1-adrenergic receptor expressed i... 31042379
Beta-1 adrenergic receptor Ki = 85.0 nM 7.07 Displacement of [3H]CGP12177 from mouse beta1 receptor expressed in HEK293 cells 27132867
Beta-2 adrenergic receptor EC50 = 100.0 nM 7.0 Agonist activity at beta2-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
D(2) dopamine receptor Ki = 110.0 nM 6.96 Displacement of [3H]spiperone from human D2L receptor expressed in CHO cells 27132867
D(4) dopamine receptor Ki = 140.0 nM 6.85 Displacement of [3H]spiperone from human D4.4 receptor expressed in CHO cells 27132867
D(2) dopamine receptor EC50 = 200.0 nM 6.7 Agonist activity at human D2S receptor expressed in HEK293 cells cotransfected w... 27132867
Beta-2 adrenergic receptor EC50 = 260.0 nM 6.58 Agonist activity at PK-tagged beta2 receptor (unknown origin) transfected in HEK... 27132867
Beta-2 adrenergic receptor EC50 = 416.87 nM 6.38 Agonist activity at beta2-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
D(1A) dopamine receptor Ki = 430.0 nM 6.37 Displacement of [3H]SCH23390 from human D1 receptor expressed in HEK293 cells 27132867
Beta-1 adrenergic receptor EC50 = 501.19 nM 6.3 Agonist activity at beta1-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
Beta-2 adrenergic receptor EC50 = 501.19 nM 6.3 Agonist activity at beta2-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
Beta-2 adrenergic receptor EC50 = 724.44 nM 6.14 Agonist activity at beta2-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
Beta-1 adrenergic receptor EC50 = 794.33 nM 6.1 Agonist activity at beta1-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
Beta-1 adrenergic receptor EC50 = 794.33 nM 6.1 Agonist activity at beta1-adrenergic receptor (unknown origin) expressed in HEK2... 31042379
Unchecked Ki = 1200.0 nM 5.92 Displacement of [3H]RX821002 from alpha-2 receptor in porcine cortical membranes 27132867

Literature References

PubMed DOI Target Context # Activities
31042379 10.1021/acs.jmedchem.9b00349 Beta-2 adrenergic receptor 9
31042379 10.1021/acs.jmedchem.9b00349 Beta-1 adrenergic receptor 9
27132867 10.1016/j.bmc.2016.04.028 Beta-2 adrenergic receptor 5
27132867 10.1016/j.bmc.2016.04.028 D(2) dopamine receptor 5
27132867 10.1016/j.bmc.2016.04.028 Unchecked 2
27132867 10.1016/j.bmc.2016.04.028 Beta-1 adrenergic receptor 1
27132867 10.1016/j.bmc.2016.04.028 D(1A) dopamine receptor 1
27132867 10.1016/j.bmc.2016.04.028 D(3) dopamine receptor 1
27132867 10.1016/j.bmc.2016.04.028 D(4) dopamine receptor 1

Data from ChEMBL 36 via Core Engine