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Compound Detail

CHEMBL4649683

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Cc1cnc(-c2ccc(OC(F)(F)F)cc2)n1Cc1ccccc1OCCC[C@@H](C)CC(=O)O

Basic Information

ChEMBL ID CHEMBL4649683
Phase Preclinical
Structure Type MOL
InChI Key GYNMVDMBFKGCCR-QGZVFWFLSA-N
5
Targets
5
Activities
2
Assay Types
24
PK Parameters
12
Publications
0
Known Names

Molecular Properties

476.5
MW (Da)
6.08
ALogP
5
HBA
1
HBD
73.6
PSA (Ų)
0.34
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H27F3N2O4
MW 476.50
Aromatic Rings 3
Heavy Atoms 34
NP-Likeness -0.71

Activity Summary

EC50 4 meas. best 9.4
IC50 1 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor delta
CHEMBL3979
EC50 9.4 9.4 0.4 1
Peroxisome proliferator-activated receptor delta
CHEMBL2458
EC50 8.1 8.1 7.9 1
Unchecked
CHEMBL612545
EC50 8.0 8.0 10.0 1
Peroxisome proliferator-activated receptor alpha
CHEMBL239
EC50 5.16 5.16 6900.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.0 5.0 10000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 630.0 ng.hr.mL-1 Mus musculus
AUC 1250.0 ng.hr.mL-1 Mus musculus
AUC 503.0 ng.hr.mL-1 Mus musculus
AUC 1590.0 ng.hr.mL-1 Rattus norvegicus
AUC 4920.0 ng.hr.mL-1 Rattus norvegicus
AUC 8400.0 ng.hr.mL-1 Macaca fascicularis
AUC 3840.0 ng.hr.mL-1 Macaca fascicularis
CL 25.0 mL.min-1.kg-1 Mus musculus
CL 33.0 mL.min-1.kg-1 Mus musculus
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
CL 0.4 mL.min-1.kg-1 Macaca fascicularis
Cmax 1070.3 nM Mus musculus
Cmax 2285.41 nM Rattus norvegicus
Cmax 3483.74 nM Macaca fascicularis
F 42.0 % Mus musculus
F 90.0 % Rattus norvegicus
F 13.0 % Macaca fascicularis
T1/2 3.3 hr Mus musculus
T1/2 2.7 hr Mus musculus
T1/2 3.4 hr Mus musculus
T1/2 6.1 hr Rattus norvegicus
T1/2 4.6 hr Rattus norvegicus
T1/2 6.1 hr Macaca fascicularis
T1/2 7.3 hr Macaca fascicularis

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30258544 10.1021/acsmedchemlett.8b00287 ADMET 34
30258544 10.1021/acsmedchemlett.8b00287 Peroxisome proliferator-activated receptor delta 14
30258544 10.1021/acsmedchemlett.8b00287 Unchecked 6
31889664 10.1016/j.bmcl.2019.126928 Peroxisome proliferator-activated receptor delta 1
31889664 10.1016/j.bmcl.2019.126928 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30258544 10.1021/acsmedchemlett.8b00287 Peroxisome proliferator-activated receptor alpha 1
30258544 10.1021/acsmedchemlett.8b00287 PPAR delta/gamma 1
30258544 10.1021/acsmedchemlett.8b00287 Peroxisome proliferator-activated receptor gamma 1
30258544 10.1021/acsmedchemlett.8b00287 Cytochrome P450 2C9 1
30258544 10.1021/acsmedchemlett.8b00287 Androgen receptor 1
30258544 10.1021/acsmedchemlett.8b00287 Progesterone receptor 1
30258544 10.1021/acsmedchemlett.8b00287 Glucocorticoid receptor 1

Data from ChEMBL 36 via Core Engine