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Compound Detail

CHEMBL503209

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COc1ccc(Oc2ccc3c(c2)C[C@@H](NC[C@H](O)c2ccc(Cl)nc2)CC3)cc1C(=O)O

Basic Information

ChEMBL ID CHEMBL503209
Phase Preclinical
Structure Type MOL
InChI Key MVBZNYMDBPDLIU-AVRDEDQJSA-N
2
Targets
2
Activities
1
Assay Types
15
PK Parameters
8
Publications
0
Known Names

Molecular Properties

468.9
MW (Da)
4.41
ALogP
6
HBA
3
HBD
100.9
PSA (Ų)
0.42
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 C25H25ClN2O5
MW 468.94
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.46

Activity Summary

EC50 2 meas. best 8.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL246
EC50 8.44 8.44 3.6 1
Beta-3 adrenergic receptor
CHEMBL4400
EC50 7.34 7.34 46.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 313.0 ng.hr.mL-1 Macaca mulatta
AUC 860.1 ng.hr.mL-1 Canis lupus familiaris
AUC 1937.0 ng.hr.mL-1 Rattus norvegicus
CL 2.5 mL.min-1.kg-1 Rattus norvegicus
CL 3.1 mL.min-1.kg-1 Canis lupus familiaris
CL 15.7 mL.min-1.kg-1 Macaca mulatta
Cmax 349.72 nM Rattus norvegicus
Cmax 137.33 nM Canis lupus familiaris
Cmax 125.82 nM Macaca mulatta
F 28.8 % Macaca mulatta
F 76.8 % Canis lupus familiaris
F 27.3 % Rattus norvegicus
T1/2 8.2 hr Macaca mulatta
T1/2 5.9 hr Canis lupus familiaris
T1/2 15.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
18651730 10.1021/jm800222k Canis familiaris 8
18651730 10.1021/jm800222k Rattus norvegicus 5
18651730 10.1021/jm800222k Rhesus monkey 5
18651730 10.1021/jm800222k Beta-3 adrenergic receptor 3
18651730 10.1021/jm800222k Unchecked 2
18651730 10.1021/jm800222k Beta-1 adrenergic receptor 1
18651730 10.1021/jm800222k Beta-2 adrenergic receptor 1
18651730 10.1021/jm800222k Serum 1

Data from ChEMBL 36 via Core Engine