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Compound Detail

CHEMBL5597482

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CC(C)c1cc(Oc2c(Cl)cc(-n3nc(N)c(=O)[nH]c3=O)cc2Cl)n[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5597482
Phase Preclinical
Structure Type MOL
InChI Key YZZBNKVFMULQCU-UHFFFAOYSA-N
7
Targets
10
Activities
2
Assay Types
30
PK Parameters
18
Publications
0
Known Names

Molecular Properties

425.2
MW (Da)
1.81
ALogP
8
HBA
3
HBD
148.8
PSA (Ų)
0.58
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H14Cl2N6O4
MW 425.23
Aromatic Rings 3
Heavy Atoms 28
NP-Likeness -0.97

Activity Summary

EC50 5 meas. best 8.05
IC50 5 meas. best 4.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 8.05 8.05 9.0 1
Thyroid hormone receptor beta
CHEMBL1947
 EC50 7.3 7.25 50.0 2
Thyroid hormone receptor alpha
CHEMBL1860
 EC50 6.72 6.58 191.0 2
Solute carrier organic anion transporter family member 1B1
CHEMBL1697668
 IC50 4.62 4.62 23800.0 1
Broad substrate specificity ATP-binding cassette transporter ABCG2
CHEMBL5393
 IC50 4.46 4.46 34400.0 1
UDP-glucuronosyltransferase 1A1
CHEMBL1287617
 IC50 4.43 4.43 37500.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 4.43 4.43 37000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 23704.0 ng.hr.mL-1 Mus musculus
AUC 17977.0 ng.hr.mL-1 Mus musculus
AUC 11957.0 ng.hr.mL-1 Rattus norvegicus
AUC 60124.0 ng.hr.mL-1 Rattus norvegicus
AUC 117.0 ng.hr.mL-1 Rattus norvegicus
AUC 698.0 ng.hr.mL-1 Rattus norvegicus
AUC 3651.0 ng.hr.mL-1 Rattus norvegicus
AUC 18624.0 ng.hr.mL-1 Canis lupus familiaris
AUC 51873.0 ng.hr.mL-1 Canis lupus familiaris
AUC 158.0 ng.hr.mL-1 Canis lupus familiaris
AUC 4160.0 ng.hr.mL-1 Canis lupus familiaris
AUC 10987.0 ng.hr.mL-1 Macaca fascicularis
AUC 45735.0 ng.hr.mL-1 Macaca fascicularis
AUC 10147.0 ng.hr.mL-1 Rattus norvegicus
AUC 2895.0 ng.hr.mL-1 Rattus norvegicus
AUC 1142.0 ng.hr.mL-1 Rattus norvegicus
AUC 637.0 ng.hr.mL-1 Rattus norvegicus
AUC 159.0 ng.hr.mL-1 Rattus norvegicus
AUC 31049.0 ng.hr.mL-1 Rattus norvegicus
CL 3.52 mL.min-1.kg-1 Mus musculus
CL 1.4 mL.min-1.kg-1 Rattus norvegicus
CL 0.895 mL.min-1.kg-1 Canis lupus familiaris
CL 1.59 mL.min-1.kg-1 Macaca fascicularis
Cmax 0.402 ug.mL-1 Mus musculus
Cmax 7.56 ug.mL-1 Rattus norvegicus
Cmax 0.0129 ug.mL-1 Rattus norvegicus
Cmax 0.0527 ug.mL-1 Rattus norvegicus
Cmax 0.249 ug.mL-1 Rattus norvegicus
Cmax 4.673 ug.mL-1 Canis lupus familiaris
Cmax 0.00447 ug.mL-1 Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 9.0 nM 8.05 Effect on CPT1A gene expression in human Huh-7 cells measured for 24 hrs 39221768
Thyroid hormone receptor beta EC50 = 50.0 nM 7.3 Agonist activity at THR-beta in HEK293T cells incubated for 18 to 24 hrs by EnSp... 39221768
Thyroid hormone receptor beta EC50 = 63.0 nM 7.2 Agonist activity at full length GST-tagged human THR-beta LBD incubated for 1 hr... 39221768
Thyroid hormone receptor alpha EC50 = 191.0 nM 6.72 Agonist activity at THR-alpha in HEK293T cells incubated for 18 to 24 hrs by EnS... 39221768
Thyroid hormone receptor alpha EC50 = 360.0 nM 6.44 Agonist activity at full length GST-tagged human THR-alpha LBD incubated for 1 h... 39221768
Solute carrier organic anion transporter family member 1B1 IC50 = 23800.0 nM 4.62 Inhibition of OATP1B1 (unknown origin) stably transfected in HEK293 cells at 1 t... 39221768
Broad substrate specificity ATP-binding cassette transporter ABCG2 IC50 = 34400.0 nM 4.46 Substrate activity at BCRP in human Caco-2 cells at 0.0457 to 100 uM measured fo... 39221768
Cytochrome P450 2C9 IC50 = 37000.0 nM 4.43 Inhibition of CYP2C9 in human liver microsome 39221768
UDP-glucuronosyltransferase 1A1 IC50 = 37500.0 nM 4.43 Inhibition of human recombinant UGT1A1 in presence of UDPGA cofactor 39221768

Literature References

PubMed DOI Target Context # Activities
39221768 10.1021/acs.jmedchem.4c01029 ADMET 90
39221768 10.1021/acs.jmedchem.4c01029 Rattus norvegicus 40
39221768 10.1021/acs.jmedchem.4c01029 Thyroid hormone receptor beta 4
39221768 10.1021/acs.jmedchem.4c01029 Thyroid hormone receptor alpha 4
39221768 10.1021/acs.jmedchem.4c01029 Unchecked 3
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 2C8 2
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 2C9 2
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 3A4 2
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 1A2 1
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 2B6 1
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 2C19 1
39221768 10.1021/acs.jmedchem.4c01029 Cytochrome P450 2D6 1
39221768 10.1021/acs.jmedchem.4c01029 UDP-glucuronosyltransferase 1A1 1
39221768 10.1021/acs.jmedchem.4c01029 Broad substrate specificity ATP-binding cassette transporter ABCG2 1
39221768 10.1021/acs.jmedchem.4c01029 Solute carrier organic anion transporter family member 1B1 1
39221768 10.1021/acs.jmedchem.4c01029 Sodium channel protein type 5 subunit alpha 1
39221768 10.1021/acs.jmedchem.4c01029 Voltage-dependent L-type calcium channel subunit alpha-1C 1
39221768 10.1021/acs.jmedchem.4c01029 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine