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Compound Detail

CHEMBL559437

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COC[C@@H](C1CC1)n1cc(Cl)nc(Nc2cc(C)c(OC)cc2C)c1=O

Basic Information

ChEMBL ID CHEMBL559437
Phase Preclinical
Structure Type MOL
InChI Key DLFAZPBXJQLULP-HNNXBMFYSA-N
2
Targets
4
Activities
1
Assay Types
12
PK Parameters
13
Publications
0
Known Names

Molecular Properties

377.9
MW (Da)
3.86
ALogP
6
HBA
1
HBD
65.4
PSA (Ų)
0.79
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 C19H24ClN3O3
MW 377.87
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -0.67

Activity Summary

IC50 4 meas. best 9.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Corticotropin-releasing factor receptor 1
CHEMBL4649
IC50 9.59 9.59 0.3 3
Corticotropin-releasing factor receptor 1
CHEMBL1800
IC50 8.72 8.72 1.9 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 136.03 ng.hr.mL-1 Rattus norvegicus
AUC 154.93 ng.hr.mL-1 Macaca fascicularis
CL 170.0 mL.min-1.kg-1 Rattus norvegicus
CL 21.0 mL.min-1.kg-1 Macaca fascicularis
Cmax 52.0 nM Rattus norvegicus
Cmax 32.0 nM Macaca fascicularis
F 14.0 % Rattus norvegicus
F 2.0 % Macaca fascicularis
Fu 0.021 - Rattus norvegicus
Fu 0.021 - Rattus norvegicus
T1/2 18.0 hr Rattus norvegicus
T1/2 9.3 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19552437 10.1021/jm900301y Rattus norvegicus 20
19552437 10.1021/jm900301y Cynomolgus monkey 6
19552437 10.1021/jm900301y Corticotropin-releasing factor receptor 1 4
19552437 10.1021/jm900301y Unchecked 2
19552437 10.1021/jm900301y Liver microsomes 2
23010264 10.1016/j.bmcl.2012.08.112 Liver microsomes 2
19552436 10.1021/jm900302q Corticotropin-releasing factor receptor 1 1
19552437 10.1021/jm900301y No relevant target 1
19552437 10.1021/jm900301y Plasma 1
23010264 10.1016/j.bmcl.2012.08.112 Plasma 1
23010264 10.1016/j.bmcl.2012.08.112 No relevant target 1
23010264 10.1016/j.bmcl.2012.08.112 Corticotropin-releasing factor receptor 1 1
22533875 10.1021/jm300343m Liver microsomes 1

Data from ChEMBL 36 via Core Engine