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Compound Detail

CHEMBL228992

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COc1ccc(C[C@@H](C)NC[C@H](O)c2cc(O)cc(O)c2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL228992
Phase Preclinical
Structure Type MOL
InChI Key WHAUNCTVVNUUIP-XIKOKIGWSA-N
3
Targets
15
Activities
4
Assay Types
0
PK Parameters
5
Publications
0
Known Names

Molecular Properties

317.4
MW (Da)
2.36
ALogP
5
HBA
4
HBD
82.0
PSA (Ų)
0.63
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 C18H23NO4
MW 317.39
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness 0.25

Activity Summary

Ki 9 meas. best 8.39
EC50 3 meas. best 9.52
Kd 2 meas. best 6.32
IC50 1 meas. best 9.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-2 adrenergic receptor
CHEMBL210
 IC50 9.77 9.77 0.2 1
Beta-2 adrenergic receptor
CHEMBL210
 EC50 9.52 9.52 0.3 2
Beta-2 adrenergic receptor
CHEMBL210
 Ki 8.39 7.15 4.1 5
Beta-2 adrenergic receptor
CHEMBL3754
 EC50 6.73 6.73 186.0 1
Beta-2 adrenergic receptor
CHEMBL210
 Kd 6.32 6.32 479.0 2
Beta-1 adrenergic receptor
CHEMBL3252
 Ki 4.66 4.66 21900.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-2 adrenergic receptor IC50 = 0.17 nM 9.77 Mitogenesis inhibition method: To measure beta2-AR mediated inhibition of mitoge... -
Beta-2 adrenergic receptor EC50 = 0.3 nM 9.52 Agonist activity at human beta2 adrenergic receptor expressed in HEK 293 cells a... 20036561
Beta-2 adrenergic receptor EC50 = 0.3 nM 9.52 Agonist activity at human beta2 adrenergic receptor expressed in HEK293 cells as... 24326276
Beta-2 adrenergic receptor Ki = 4.093 nM 8.39 Displacement of [3H]-(R,R')-methoxyfenoterol from human beta2 adrenergic recepto... 24326276
Beta-2 adrenergic receptor Ki = 4.09 nM 8.39 Displacement of [3H]-(R,R')-methoxyfenoterol from human beta2 adrenergic recepto... 24326276
Beta-2 adrenergic receptor EC50 = 186.0 nM 6.73 Agonist activity beta2-adrenergic receptor in rat ventricular myocytes assessed ... 20036561
Beta-2 adrenergic receptor Ki = 470.0 nM 6.33 Displacement of [3H]CGP12177 from human beta-2 adrenergic receptor expressed in ... 17506540
Beta-2 adrenergic receptor Kd = 479.0 nM 6.32 Beta2-AR Binding Assay: HEK 293 cells stability transfected with cDNA encoding h... -
Beta-2 adrenergic receptor Kd = 479.0 nM 6.32 Beta-2 AR binding assay: HEK 293 cells stability transfected with cDNA encoding ... -
Beta-2 adrenergic receptor Ki = 478.63 nM 6.32 Displacement of [3H]CGP12177 from human beta-2 adrenergic receptor expressed in ... 17506540
Beta-2 adrenergic receptor Ki = 474.0 nM 6.32 Beta1-AR Binding Assay: Beta1-AR binding was done on rat cortical membrane follo... -
Beta-1 adrenergic receptor Ki = 21900.0 nM 4.66 Displacement of [3H]CGP-12177 from beta-1 adrenergic receptor in Sprague-Dawley ... 17506540
Beta-1 adrenergic receptor Ki = 21992.0 nM 4.66 Beta1-AR Binding Assay: Beta1-AR binding was done on rat cortical membrane follo... -

Literature References

PubMed DOI Target Context # Activities
24326276 10.1016/j.bmc.2013.11.030 Beta-2 adrenergic receptor 4
20036561 10.1016/j.bmc.2009.11.062 Beta-2 adrenergic receptor 3
17506540 10.1021/jm070030d Beta-2 adrenergic receptor 2
17506540 10.1021/jm070030d Beta-1 adrenergic receptor 1
17506540 10.1021/jm070030d Unchecked 1

Data from ChEMBL 36 via Core Engine