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Compound Detail

CHEMBL4470753

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Cc1cc(Cc2cc(-c3ccc(Br)cc3)on2)cc(C)c1OC(C)(C)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4470753
Phase Preclinical
Structure Type MOL
InChI Key HJPRVOFIFGNSCI-UHFFFAOYSA-N
5
Targets
8
Activities
2
Assay Types
16
PK Parameters
17
Publications
0
Known Names

Molecular Properties

444.3
MW (Da)
5.55
ALogP
4
HBA
1
HBD
72.6
PSA (Ų)
0.54
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22BrNO4
MW 444.33
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.65

Activity Summary

EC50 6 meas. best 8.3
IC50 2 meas. best 5.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor delta
CHEMBL3979
 EC50 8.3 7.96 5.0 2
Peroxisome proliferator-activated receptor alpha
CHEMBL239
 EC50 8.1 7.645 8.0 2
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 5.56 5.545 2753.0 2
Cytochrome P450 1A2
CHEMBL3356
 IC50 5.0 5.0 10000.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.7 4.7 20000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 249331.34 ng.hr.mL-1 Rattus norvegicus
AUC 46734.63 ng.hr.mL-1 Rattus norvegicus
AUC 28086.1 ng.hr.mL-1 Mus musculus
AUC 4696.57 ng.hr.mL-1 Mus musculus
CL 0.35 mL.min-1.kg-1 Rattus norvegicus
CL 3.53 mL.min-1.kg-1 Mus musculus
CL 9.6 mL.min-1.kg-1 Rattus norvegicus
CL 9.6 mL.min-1.kg-1 Homo sapiens
Cmax 65267.0 nM Rattus norvegicus
Cmax 52000.0 nM Mus musculus
F 53.3 % Rattus norvegicus
F 59.8 % Mus musculus
T1/2 6.0 hr Rattus norvegicus
T1/2 3.6 hr Mus musculus
Tmax 1.33 hr Rattus norvegicus
Tmax 0.33 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor delta EC50 = 5.0 nM 8.3 Agonist activity at PPARbeta (unknown origin) incubated for 3 to 16 hrs by pathh... 31312410
Peroxisome proliferator-activated receptor alpha EC50 = 8.0 nM 8.1 Agonist activity at PPARalpha (unknown origin) incubated for 3 to 16 hrs by path... 31312410
Peroxisome proliferator-activated receptor delta EC50 = 24.2 nM 7.62 Agonist activity at PPARdelta (unknown origin) 35060744
Peroxisome proliferator-activated receptor alpha EC50 = 65.1 nM 7.19 Agonist activity at PPARalpha (unknown origin) 35060744
Peroxisome proliferator-activated receptor gamma EC50 = 2753.0 nM 5.56 Agonist activity at PPARgamma (unknown origin) 35060744
Peroxisome proliferator-activated receptor gamma EC50 = 2939.0 nM 5.53 Agonist activity at PPARgamma (unknown origin) incubated for 3 to 16 hrs by path... 31312410
Cytochrome P450 1A2 IC50 = 10000.0 nM 5.0 Inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate inc... 31312410
Cytochrome P450 2C9 IC50 = 20000.0 nM 4.7 Inhibition of CYP2C9 in human liver microsomes using diclofenac as substrate inc... 31312410

Literature References

PubMed DOI Target Context # Activities
31312410 10.1021/acsmedchemlett.9b00189 ADMET 25
31312410 10.1021/acsmedchemlett.9b00189 Rattus norvegicus 3
31312410 10.1021/acsmedchemlett.9b00189 Unchecked 3
31312410 10.1021/acsmedchemlett.9b00189 Peroxisome proliferator-activated receptor alpha 3
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor gamma 2
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor delta 2
35060744 10.1021/acs.jmedchem.1c02002 Peroxisome proliferator-activated receptor alpha 2
31312410 10.1021/acsmedchemlett.9b00189 Peroxisome proliferator-activated receptor delta 2
31312410 10.1021/acsmedchemlett.9b00189 Peroxisome proliferator-activated receptor gamma 2
31312410 10.1021/acsmedchemlett.9b00189 Cytochrome P450 2C9 1
31312410 10.1021/acsmedchemlett.9b00189 PPAR delta/gamma 1
31312410 10.1021/acsmedchemlett.9b00189 Cytochrome P450 1A2 1
31312410 10.1021/acsmedchemlett.9b00189 Cytochrome P450 2C19 1
31312410 10.1021/acsmedchemlett.9b00189 Cytochrome P450 2D6 1
31312410 10.1021/acsmedchemlett.9b00189 Cytochrome P450 3A4 1
31312410 10.1021/acsmedchemlett.9b00189 Voltage-gated inwardly rectifying potassium channel KCNH2 1
31312410 10.1021/acsmedchemlett.9b00189 Bile acid receptor 1

Data from ChEMBL 36 via Core Engine