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Compound Detail

CHEMBL271576

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O=C(O)c1ccc(-c2ccc(CCNC[C@H](O)c3cccc(Cl)c3)cc2)cc1

Basic Information

ChEMBL ID CHEMBL271576
Phase Preclinical
Structure Type MOL
InChI Key OBZHPIBYGAZXEL-QFIPXVFZSA-N
2
Targets
6
Activities
1
Assay Types
5
PK Parameters
13
Publications
0
Known Names

Molecular Properties

395.9
MW (Da)
4.57
ALogP
3
HBA
3
HBD
69.6
PSA (Ų)
0.49
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 C23H22ClNO3
MW 395.89
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.58

Activity Summary

EC50 6 meas. best 8.17

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL246
EC50 8.17 8.17 6.7 3
Beta-1 adrenergic receptor
CHEMBL213
EC50 6.55 6.55 280.0 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 1976.1 ng.hr.mL-1 Canis lupus familiaris
CL 4.0 mL.min-1.kg-1 Canis lupus familiaris
Cmax 279.62 nM Canis lupus familiaris
F 95.0 % Canis lupus familiaris
T1/2 12.3 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18307290 10.1021/jm701324c Canis familiaris 8
18307290 10.1021/jm701324c Beta-3 adrenergic receptor 2
18651730 10.1021/jm800222k Beta-3 adrenergic receptor 2
18651730 10.1021/jm800222k Canis familiaris 2
18307290 10.1021/jm701324c Beta-1 adrenergic receptor 1
18307290 10.1021/jm701324c Unchecked 1
18307290 10.1021/jm701324c Beta-2 adrenergic receptor 1
18307290 10.1021/jm701324c ADMET 1
18752946 10.1016/j.bmcl.2008.08.009 Beta-3 adrenergic receptor 1
18752946 10.1016/j.bmcl.2008.08.009 Beta-1 adrenergic receptor 1
18651730 10.1021/jm800222k Beta-1 adrenergic receptor 1
18651730 10.1021/jm800222k Unchecked 1
18651730 10.1021/jm800222k Beta-2 adrenergic receptor 1

Data from ChEMBL 36 via Core Engine