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Compound Detail

CHEMBL272584

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CC(C)Oc1cc(-c2ccc(CCNC[C@H](O)c3cccc(Cl)c3)cc2)ccc1C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL272584
Phase Preclinical
Structure Type MOL
InChI Key FILCWTJCNLYKQZ-DEOSSOPVSA-N
3
Targets
9
Activities
1
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

454.0
MW (Da)
5.36
ALogP
4
HBA
3
HBD
78.8
PSA (Ų)
0.36
QED
1
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H28ClNO4
MW 453.97
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.65

Activity Summary

EC50 9 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Beta-3 adrenergic receptor
CHEMBL4400
 EC50 9.0 9.0 1.0 1
Beta-3 adrenergic receptor
CHEMBL246
 EC50 8.96 8.96 1.1 4
Beta-1 adrenergic receptor
CHEMBL213
 EC50 6.14 6.14 720.0 4

Pharmacokinetic Data

Parameter Value Units Species
AUC 700.0 ng.hr.mL-1 Rattus norvegicus
AUC 149.0 ng.hr.mL-1 Canis lupus familiaris
AUC 4980.0 ng.hr.mL-1 Macaca mulatta
AUC 149.0 ng.hr.mL-1 Canis lupus familiaris
CL 0.9 mL.min-1.kg-1 Macaca mulatta
CL 4.4 mL.min-1.kg-1 Rattus norvegicus
CL 4.9 mL.min-1.kg-1 Canis lupus familiaris
CL 1.0 mL.min-1.kg-1 Homo sapiens
CL 1.0 mL.min-1.kg-1 Canis lupus familiaris
CL 4.9 mL.min-1.kg-1 Canis lupus familiaris
Cmax 28.64 nM Canis lupus familiaris
Cmax 321.61 nM Rattus norvegicus
Cmax 376.68 nM Macaca mulatta
Cmax 28.64 nM Canis lupus familiaris
F 45.0 % Canis lupus familiaris
F 61.0 % Rattus norvegicus
F 83.0 % Macaca mulatta
F 45.0 % Canis lupus familiaris
F 45.0 % Canis lupus familiaris
T1/2 4.8 hr Rattus norvegicus
T1/2 9.9 hr Canis lupus familiaris
T1/2 18.6 hr Macaca mulatta
T1/2 9.9 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Beta-3 adrenergic receptor EC50 = 1.0 nM 9.0 Agonist activity at dog beta3 adrenergic receptor expressed in CHO cells assesse... 18307290
Beta-3 adrenergic receptor EC50 = 1.1 nM 8.96 Agonist activity at human beta3 adrenergic receptor expressed in CHO cells asses... 18307290
Beta-3 adrenergic receptor EC50 = 1.1 nM 8.96 Agonist activity at human cloned adrenergic beta3 receptor expressed in CHO cell... 18752946
Beta-3 adrenergic receptor EC50 = 1.1 nM 8.96 Agonist activity at human recombinant beta3 adrenergic receptor expressed in CHO... 18553954
Beta-3 adrenergic receptor EC50 = 1.1 nM 8.96 Agonist activity at human recombinant beta3 adrenergic receptor expressed in CHO... 19366244
Beta-1 adrenergic receptor EC50 = 720.0 nM 6.14 Agonist activity at human beta-1 adrenergic receptor expressed in CHO cells asse... 18307290
Beta-1 adrenergic receptor EC50 = 720.0 nM 6.14 Agonist activity at human cloned adrenergic beta-1 receptor expressed in CHO cel... 18752946
Beta-1 adrenergic receptor EC50 = 720.0 nM 6.14 Agonist activity at human recombinant beta-1 adrenergic receptor expressed in CH... 18553954
Beta-1 adrenergic receptor EC50 = 720.0 nM 6.14 Agonist activity at human recombinant beta-1 adrenergic receptor expressed in CH... 19366244

Literature References

PubMed DOI Target Context # Activities
18307290 10.1021/jm701324c Canis familiaris 8
19366244 10.1021/jm9000709 Canis familiaris 6
18307290 10.1021/jm701324c Rattus norvegicus 5
18307290 10.1021/jm701324c Rhesus monkey 5
18307290 10.1021/jm701324c Beta-3 adrenergic receptor 4
18553954 10.1021/jm8000345 Unchecked 2
18307290 10.1021/jm701324c Unchecked 2
18553954 10.1021/jm8000345 Canis familiaris 2
18553954 10.1021/jm8000345 Beta-3 adrenergic receptor 2
18307290 10.1021/jm701324c Cytochrome P450 2D6 1
18752946 10.1016/j.bmcl.2008.08.009 Beta-1 adrenergic receptor 1
19366244 10.1021/jm9000709 Beta-3 adrenergic receptor 1
18307290 10.1021/jm701324c Liver 1
18307290 10.1021/jm701324c Liver microsomes 1
18307290 10.1021/jm701324c Cytochrome P450 2C19 1
18307290 10.1021/jm701324c Cytochrome P450 2C9 1
18307290 10.1021/jm701324c Cytochrome P450 3A4 1
18307290 10.1021/jm701324c Cytochrome P450 1A2 1
18307290 10.1021/jm701324c ADMET 1
18307290 10.1021/jm701324c Beta-2 adrenergic receptor 1

Data from ChEMBL 36 via Core Engine