Compound Detail
CHEMBL1835153
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NC(=O)c1cnc(N[C@H](C2CC2)C(F)(F)F)c2c1[nH]c1cc(-c3cnc(N)nc3)ccc12
Basic Information
| ChEMBL ID | CHEMBL1835153 |
| Phase | Preclinical |
| Structure Type | MOL |
| InChI Key | SHSWWKAPCSHSHG-QGZVFWFLSA-N |
5
Targets
8
Activities
1
Assay Types
16
PK Parameters
15
Publications
0
Known Names
Molecular Properties
441.4
MW (Da)
3.61
ALogP
6
HBA
4
HBD
135.6
PSA (Ų)
0.37
QED
0
Ro5 Violations
5
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| Availability | Unknown |
| Chirality | Unknown |
Activity Summary
IC50 8 meas. best 9.4
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Tyrosine-protein kinase JAK2 CHEMBL2971 | IC50 | 9.4 | 8.515 | 0.4 | 4 |
| Tyrosine-protein kinase JAK1 CHEMBL2835 | IC50 | 8.82 | 8.82 | 1.5 | 1 |
| Tyrosine-protein kinase JAK3 CHEMBL2148 | IC50 | 6.52 | 6.52 | 300.0 | 1 |
| Mus musculus CHEMBL375 | IC50 | 5.92 | 5.92 | 1200.0 | 1 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240 | IC50 | 4.66 | 4.66 | 22000.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| CL | 7.4 | mL.min-1.kg-1 | Macaca mulatta |
| CL | 18.0 | mL.min-1.kg-1 | Canis lupus familiaris |
| CL | 7.4 | mL.min-1.kg-1 | Rattus norvegicus |
| CL | 7.0 | mL.min-1.kg-1 | Rattus norvegicus |
| Cmax | 200.0 | nM | Macaca mulatta |
| Cmax | 300.0 | nM | Canis lupus familiaris |
| Cmax | 600.0 | nM | Rattus norvegicus |
| F | 66.0 | % | Macaca mulatta |
| F | 120.0 | % | Canis lupus familiaris |
| F | 67.0 | % | Rattus norvegicus |
| T1/2 | 7.3 | hr | Macaca mulatta |
| T1/2 | 5.2 | hr | Canis lupus familiaris |
| T1/2 | 4.5 | hr | Rattus norvegicus |
| Tmax | 6.0 | hr | Macaca mulatta |
| Tmax | 5.1 | hr | Canis lupus familiaris |
| Tmax | 6.0 | hr | Rattus norvegicus |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Tyrosine-protein kinase JAK2 | IC50 | = | 0.4 | nM | 9.4 | Inhibition of JAK2 V617F mutant | 21942426 |
| Tyrosine-protein kinase JAK2 | IC50 | = | 0.8 | nM | 9.1 | Inhibition of JAK2 using biotin-EQEDEPEGDYFEWLE- NH2 as substrate | 21942426 |
| Tyrosine-protein kinase JAK1 | IC50 | = | 1.5 | nM | 8.82 | Inhibition of JAK1 | 21942426 |
| Tyrosine-protein kinase JAK2 | IC50 | = | 11.0 | nM | 7.96 | Inhibition of JAK2 V617F mutant-mediated STAT5 phosphorylation in mouse BAF3 cel... | 21942426 |
| Tyrosine-protein kinase JAK2 | IC50 | = | 25.0 | nM | 7.6 | Inhibition of JAK2-mediated STAT5 phosphorylation in human HEL 92.1.7 irf1-bla c... | 21942426 |
| Tyrosine-protein kinase JAK3 | IC50 | = | 300.0 | nM | 6.52 | Inhibition of JAK3 using biotin-EQEDEPEGDYFEWLE- NH2 as substrate | 21942426 |
| Mus musculus | IC50 | = | 1200.0 | nM | 5.92 | Reduction in pSTAT5 concentration in po dosed darbepoetin-stimulated C57B1/6 mou... | 21942426 |
| Voltage-gated inwardly rectifying potassium channel KCNH2 | IC50 | = | 22000.0 | nM | 4.66 | Inhibition of human hERG | 21942426 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 21942426 | 10.1021/jm200909u | Unchecked | 25 |
| 21942426 | 10.1021/jm200909u | Rattus norvegicus | 9 |
| 21942426 | 10.1021/jm200909u | Rhesus monkey | 8 |
| 21942426 | 10.1021/jm200909u | Canis familiaris | 8 |
| 21942426 | 10.1021/jm200909u | Tyrosine-protein kinase JAK2 | 4 |
| 21942426 | 10.1021/jm200909u | Mus musculus | 3 |
| 21942426 | 10.1021/jm200909u | Cytochrome P450 2C9 | 2 |
| 21942426 | 10.1021/jm200909u | Cytochrome P450 3A4 | 2 |
| 21942426 | 10.1021/jm200909u | Cytochrome P450 2D6 | 1 |
| 21942426 | 10.1021/jm200909u | Sodium channel protein type 5 subunit alpha | 1 |
| 21942426 | 10.1021/jm200909u | Voltage-dependent L-type calcium channel subunit alpha-1C | 1 |
| 21942426 | 10.1021/jm200909u | Potassium voltage-gated channel subfamily E member 1 | 1 |
| 21942426 | 10.1021/jm200909u | Voltage-gated inwardly rectifying potassium channel KCNH2 | 1 |
| 21942426 | 10.1021/jm200909u | Tyrosine-protein kinase JAK1 | 1 |
| 21942426 | 10.1021/jm200909u | Tyrosine-protein kinase JAK3 | 1 |
Data from ChEMBL 36 via Core Engine