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Compound Detail

CHEMBL5207130

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CCc1ccc(-c2nc3cc(NC(=O)c4cc([N+](=O)[O-])ccc4Cl)ccc3o2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5207130
Phase Preclinical
Structure Type MOL
InChI Key WFEBALYYDASKIV-UHFFFAOYSA-N
4
Targets
7
Activities
2
Assay Types
2
PK Parameters
17
Publications
0
Known Names

Molecular Properties

421.8
MW (Da)
5.87
ALogP
5
HBA
1
HBD
98.3
PSA (Ų)
0.32
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H16ClN3O4
MW 421.84
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -2.11

Activity Summary

IC50 6 meas. best 9.85
EC50 1 meas. best 8.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peroxisome proliferator-activated receptor gamma
CHEMBL2459
 IC50 9.85 8.34 0.1 2
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 IC50 9.77 9.585 0.2 2
Unchecked
CHEMBL612545
 IC50 8.47 8.47 3.4 1
Peroxisome proliferator-activated receptor gamma
CHEMBL235
 EC50 8.24 8.24 5.8 1
Cytochrome P450 2C8
CHEMBL3721
 IC50 5.16 5.16 7000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 13.67 mL.min-1.kg-1 Homo sapiens
CL 61.67 mL.min-1.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peroxisome proliferator-activated receptor gamma IC50 = 0.14 nM 9.85 Inverse agonist activity at GAL4-tagged mouse PPARgamma LBD expressed in CHO cel... 36270630
Peroxisome proliferator-activated receptor gamma IC50 = 0.17 nM 9.77 Inverse agonist activity at PPARgamma in human RT112/84-FABP4 cells assessed as ... 36270630
Peroxisome proliferator-activated receptor gamma IC50 = 0.4 nM 9.4 Inverse agonist activity at GAL4-tagged human PPARgamma LBD expressed in CHO cel... 36270630
Unchecked IC50 = 3.4 nM 8.47 Antiproliferative activity against human UM-UC-9 cells measured after 7 days by ... 36270630
Peroxisome proliferator-activated receptor gamma EC50 = 5.8 nM 8.24 Inverse agonist activity at PPARgamma LBD (unknown origin) assessed as recruitme... 36270630
Peroxisome proliferator-activated receptor gamma IC50 = 148.0 nM 6.83 Inverse agonist activity at PPARgamma in mouse 3T3-L1 adipocytes assessed as inh... 36542958
Cytochrome P450 2C8 IC50 = 7000.0 nM 5.16 Inhibition of CYP2C8 in human liver microsomes using amodiaquine as substrate by... 36270630

Literature References

PubMed DOI Target Context # Activities
36270630 10.1021/acs.jmedchem.2c01379 ADMET 12
36270630 10.1021/acs.jmedchem.2c01379 Peroxisome proliferator-activated receptor gamma 11
36270630 10.1021/acs.jmedchem.2c01379 Unchecked 7
36270630 10.1021/acs.jmedchem.2c01379 Peroxisome proliferator-activated receptor alpha 2
36270630 10.1021/acs.jmedchem.2c01379 Peroxisome proliferator-activated receptor delta 2
36542958 10.1016/j.bmc.2022.117130 Peroxisome proliferator-activated receptor gamma 1
36270630 10.1021/acs.jmedchem.2c01379 HuP-T4 1
36270630 10.1021/acs.jmedchem.2c01379 BFTC-905 1
36270630 10.1021/acs.jmedchem.2c01379 HT1197 1
36270630 10.1021/acs.jmedchem.2c01379 RT-112 1
36270630 10.1021/acs.jmedchem.2c01379 Nuclear receptor subfamily 1 group I member 2 1
36270630 10.1021/acs.jmedchem.2c01379 Cytochrome P450 3A4 1
36270630 10.1021/acs.jmedchem.2c01379 Cytochrome P450 2D6 1
36270630 10.1021/acs.jmedchem.2c01379 Cytochrome P450 2C9 1
36270630 10.1021/acs.jmedchem.2c01379 Cytochrome P450 2C8 1
36270630 10.1021/acs.jmedchem.2c01379 Cytochrome P450 1A2 1
36270630 10.1021/acs.jmedchem.2c01379 No relevant target 1

Data from ChEMBL 36 via Core Engine