Compound Detail
CHEMBL5193591
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CCn1c(CO)nn(-c2nc(O[C@@H](C)C(F)(F)F)c(C(=O)Nc3c(C)ccnc3Cl)cc2F)c1=O
Basic Information
| ChEMBL ID | CHEMBL5193591 |
| Phase | Preclinical |
| Structure Type | MOL |
| InChI Key | XEDJGCIOZDHXOR-JTQLQIEISA-N |
6
Targets
8
Activities
2
Assay Types
22
PK Parameters
13
Publications
0
Known Names
Molecular Properties
518.9
MW (Da)
3.02
ALogP
9
HBA
2
HBD
124.2
PSA (Ų)
0.36
QED
1
Ro5 Violations
7
Rot. Bonds
Drug Information
| Availability | Unknown |
| Chirality | Unknown |
Activity Summary
IC50 7 meas. best 8.96
Kd 1 meas. best 8.48
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966 | IC50 | 8.96 | 8.96 | 1.1 | 1 |
| Unchecked CHEMBL612545 | IC50 | 8.8 | 8.435 | 1.6 | 2 |
| MOLM-13 CHEMBL3706572 | IC50 | 8.7 | 8.7 | 2.0 | 1 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966 | Kd | 8.48 | 8.48 | 3.3 | 1 |
| THP-1 CHEMBL614245 | IC50 | 8.3 | 8.3 | 5.0 | 1 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2991 | IC50 | 6.85 | 6.85 | 140.0 | 1 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2383 | IC50 | 5.8 | 5.8 | 1580.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | 9214.0 | ng.hr.mL-1 | Rattus norvegicus |
| AUC | 16066.0 | ng.hr.mL-1 | Mus musculus |
| CL | 8000.0 | mL.min-1.g-1 | Homo sapiens |
| CL | 5.7 | mL.min-1.kg-1 | Mus musculus |
| CL | 5.2 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 8.3 | mL.min-1.kg-1 | Canis lupus familiaris |
| CL | 4.0 | mL.min-1.kg-1 | Macaca mulatta |
| CL | 32.0 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 11.0 | mL.min-1.kg-1 | Mus musculus |
| Cmax | 3301.47 | nM | Rattus norvegicus |
| Cmax | 7799.79 | nM | Mus musculus |
| F | 167.0 | % | Rattus norvegicus |
| F | 103.0 | % | Mus musculus |
| Fu | 0.38 | - | Homo sapiens |
| Fu | 0.23 | - | Mus musculus |
| Fu | 0.28 | - | Rattus norvegicus |
| Fu | 0.33 | - | Canis lupus familiaris |
| T1/2 | 0.5 | hr | Homo sapiens |
| T1/2 | 2.0 | hr | Rattus norvegicus |
| T1/2 | 2.3 | hr | Mus musculus |
| Tmax | 1.7 | hr | Rattus norvegicus |
| Tmax | 0.42 | hr | Mus musculus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Dihydroorotate dehydrogenase (quinone), mitochondrial | IC50 | = | 1.1 | nM | 8.96 | Inhibition of His fused human DHODH expressed in Escherichia coli using DHO as s... | 35925768 |
| Unchecked | IC50 | = | 1.6 | nM | 8.8 | Inhibition of monkey DHODH | 35925768 |
| MOLM-13 | IC50 | = | 2.0 | nM | 8.7 | Antiproliferative activity against human MOLM-13 cells incubated for 72 hrs by C... | 35925768 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial | Kd | = | 3.3 | nM | 8.48 | Binding affinity to His fused human DHODH expressed in Escherichia coli by surfa... | 35925768 |
| THP-1 | IC50 | = | 5.0 | nM | 8.3 | Antiproliferative activity against human THP-1 cells assessed as reduction in ce... | 35925768 |
| Unchecked | IC50 | = | 8.5 | nM | 8.07 | Inhibition of dog DHODH | 35925768 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial | IC50 | = | 140.0 | nM | 6.85 | Inhibition of mouse DHODH | 35925768 |
| Dihydroorotate dehydrogenase (quinone), mitochondrial | IC50 | = | 1580.0 | nM | 5.8 | Inhibition of rat DHODH | 35925768 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 35925768 | 10.1021/acs.jmedchem.2c00788 | ADMET | 30 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Dihydroorotate dehydrogenase (quinone), mitochondrial | 5 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | MOLM-13 | 3 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | No relevant target | 2 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Unchecked | 2 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | THP-1 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Voltage-gated inwardly rectifying potassium channel KCNH2 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 1A2 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 2C8 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 2C9 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 2C19 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 2D6 | 1 |
| 35925768 | 10.1021/acs.jmedchem.2c00788 | Cytochrome P450 3A4 | 1 |
Data from ChEMBL 36 via Core Engine