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Compound Detail

CHEMBL5084377

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Cc1cc(Cn2ncn(-c3ccc(OC(F)(F)F)cc3)c2=O)cc(C)c1OC(C)(C)C(=O)O

Basic Information

ChEMBL ID CHEMBL5084377
Phase Preclinical
Structure Type MOL
InChI Key IUEFKAHLCBNPMM-UHFFFAOYSA-N
6
Targets
12
Activities
1
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

465.4
MW (Da)
3.84
ALogP
7
HBA
1
HBD
95.6
PSA (Ų)
0.57
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22F3N3O5
MW 465.43
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.90

Activity Summary

EC50 12 meas. best 8.49

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor alpha
CHEMBL239
EC50 8.49 8.2567 3.2 3
Peroxisome proliferator-activated receptor delta
CHEMBL3979
EC50 8.28 8.1233 5.3 3
Peroxisome proliferator-activated receptor alpha
CHEMBL2128
EC50 7.78 7.78 16.8 1
Peroxisome proliferator-activated receptor delta
CHEMBL2458
EC50 7.71 7.71 19.7 1
Peroxisome proliferator-activated receptor gamma
CHEMBL2459
EC50 5.99 5.99 1013.0 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
EC50 5.88 5.7667 1316.1 3

Pharmacokinetic Data

Parameter Value Units Species
AUC 9126.0 ng.hr.mL-1 Rattus norvegicus
AUC 39148.0 ng.hr.mL-1 Rattus norvegicus
Cmax 23182.86 nM Rattus norvegicus
Cmax 10944.72 nM Rattus norvegicus
F 86.35 % Rattus norvegicus
T1/2 2.0 hr Homo sapiens
T1/2 6.78 hr Rattus norvegicus
T1/2 5.11 hr Rattus norvegicus
Tmax 0.08 hr Rattus norvegicus
Tmax 1.42 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor alpha EC50 = 3.2 nM 8.49 Agonist activity at human PPARalpha transfected in Cos7 cells co-expressing pBIN... 35060744
Peroxisome proliferator-activated receptor delta EC50 = 5.3 nM 8.28 Agonist activity at human PPARdelta transfected in Cos7 cells co-expressing with... 35060744
Peroxisome proliferator-activated receptor alpha EC50 = 7.0 nM 8.15 Agonist activity at PPARalpha (unknown origin) 35060744
Peroxisome proliferator-activated receptor alpha EC50 = 7.4 nM 8.13 Agonist activity at human PPARalpha transfected in african green monkey COS7 cel... 37243609
Peroxisome proliferator-activated receptor delta EC50 = 8.4 nM 8.08 Agonist activity at PPARdelta (unknown origin) 35060744
Peroxisome proliferator-activated receptor delta EC50 = 9.7 nM 8.01 Agonist activity at human PPARdelta transfected in african green monkey COS7 cel... 37243609
Peroxisome proliferator-activated receptor alpha EC50 = 16.8 nM 7.78 Agonist activity at mouse PPARalpha transfected in Cos7 cells co-expressing with... 35060744
Peroxisome proliferator-activated receptor delta EC50 = 19.7 nM 7.71 Agonist activity at mouse PPARdelta in Cos7 cells transfected with pBIND and pGL... 35060744
Peroxisome proliferator-activated receptor gamma EC50 = 1013.0 nM 5.99 Agonist activity at mouse PPARgamma in Cos7 cells transfected with pBIND and pGL... 35060744
Peroxisome proliferator-activated receptor gamma EC50 = 1316.1 nM 5.88 Agonist activity at PPARgamma (unknown origin) 35060744
Peroxisome proliferator-activated receptor gamma EC50 = 1868.0 nM 5.73 Agonist activity at human PPARgamma transfected in african green monkey COS7 cel... 37243609
Peroxisome proliferator-activated receptor gamma EC50 = 2060.0 nM 5.69 Agonist activity at human PPARgamma transfected in Cos7 cells co-expressing with... 35060744

Literature References

PubMed DOI Target Context # Activities
35060744 10.1021/acs.jmedchem.1c02002 Unchecked 70
35060744 10.1021/acs.jmedchem.1c02002 Mus musculus 18
35060744 10.1021/acs.jmedchem.1c02002 ADMET 14
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor gamma 6
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor delta 5
35060744 10.1021/acs.jmedchem.1c02002 Salmonella typhimurium 5
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor alpha 5
37243609 10.1021/acs.jmedchem.2c02123 Peroxisome proliferator-activated receptor delta 2
37243609 10.1021/acs.jmedchem.2c02123 Peroxisome proliferator-activated receptor gamma 2
37243609 10.1021/acs.jmedchem.2c02123 Peroxisome proliferator-activated receptor alpha 2
35060744 10.1021/acs.jmedchem.1c02002 THP-1 2
35060744 10.1021/acs.jmedchem.1c02002 Retinoic acid receptor beta 1
35060744 10.1021/acs.jmedchem.1c02002 Retinoic acid receptor RXR-alpha 1
35060744 10.1021/acs.jmedchem.1c02002 Retinoic acid receptor RXR-gamma 1
35060744 10.1021/acs.jmedchem.1c02002 Retinoic acid receptor RXR-beta 1
35060744 10.1021/acs.jmedchem.1c02002 Vitamin D3 receptor 1
35060744 10.1021/acs.jmedchem.1c02002 Oxysterols receptor LXR-alpha 1
35060744 10.1021/acs.jmedchem.1c02002 Oxysterols receptor LXR-beta 1
35060744 10.1021/acs.jmedchem.1c02002 Retinoic acid receptor alpha 1
35060744 10.1021/acs.jmedchem.1c02002 HepG2 1

Data from ChEMBL 36 via Core Engine