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Compound Detail

CHEMBL5193702

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C=CC(=O)Nc1cc(Nc2ncc(Cl)c(O[C@@H]3CO[C@H]4[C@@H]3OC[C@H]4OC)n2)ccc1N(C)CCN(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5193702
Phase Preclinical
Structure Type MOL
InChI Key MXXJXRACSRJBKS-OHUMZHCVSA-N
9
Targets
13
Activities
1
Assay Types
8
PK Parameters
20
Publications
0
Known Names

Molecular Properties

533.0
MW (Da)
2.56
ALogP
10
HBA
2
HBD
110.3
PSA (Ų)
0.42
QED
1
Ro5 Violations
11
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C25H33ClN6O5
MW 533.03
Aromatic Rings 2
Heavy Atoms 37
NP-Likeness -0.84

Activity Summary

IC50 13 meas. best 8.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase JAK3
CHEMBL2148
 IC50 8.92 8.51 1.2 2
U-937
CHEMBL612794
 IC50 7.7 7.7 20.2 1
BaF3
CHEMBL614524
 IC50 7.64 7.01 22.9 4
NUAK family SNF1-like kinase 1
CHEMBL5784
 IC50 7.6 7.6 25.0 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 6.88 6.88 132.0 1
Cyclin-Y/Cyclin-dependent kinase 16
CHEMBL3885550
 IC50 6.87 6.87 135.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 IC50 6.44 6.44 365.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 5.69 5.69 2028.0 1
Tyrosine-protein kinase JAK1
CHEMBL2835
 IC50 5.33 5.33 4728.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 333.5 ng.hr.mL-1 Rattus norvegicus
AUC 536.99 ng.hr.mL-1 Rattus norvegicus
CL 155.22 % Rattus norvegicus
Cmax 1709.66 nM Rattus norvegicus
Cmax 447.07 nM Rattus norvegicus
F 20.66 % Rattus norvegicus
T1/2 0.91 hr Rattus norvegicus
T1/2 0.98 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase JAK3 IC50 = 1.2 nM 8.92 Inhibition of GST tagged recombinant human JAK3 expressed in baculovirus infecti... 35860875
Tyrosine-protein kinase JAK3 IC50 = 8.0 nM 8.1 Inhibition of human JAK3 35860875
U-937 IC50 = 20.2 nM 7.7 Antiproliferative activity against human U-937 cells harboring JAK3 M511135 muta... 35860875
BaF3 IC50 = 22.9 nM 7.64 Antiproliferative activity against mouse BaF3 cells harboring JAK3 M5111 mutant ... 35860875
NUAK family SNF1-like kinase 1 IC50 = 25.0 nM 7.6 Inhibition of human ARK5 35860875
Receptor-type tyrosine-protein kinase FLT3 IC50 = 132.0 nM 6.88 Inhibition of human FLT3 35860875
BaF3 IC50 = 134.2 nM 6.87 Antiproliferative activity against mouse BaF3 cells harboring TEL-JAK2 fusion pr... 35860875
Cyclin-Y/Cyclin-dependent kinase 16 IC50 = 135.0 nM 6.87 Inhibition of human CDK16/cyclin-Y protein-protein complex 35860875
BaF3 IC50 = 165.1 nM 6.78 Antiproliferative activity against mouse BaF3 parent cell measured after 72 hrs ... 35860875
BaF3 IC50 = 177.7 nM 6.75 Antiproliferative activity against mouse BaF3 cells harboring TEL-JAK1 fusion pr... 35860875
Non-receptor tyrosine-protein kinase TYK2 IC50 = 365.0 nM 6.44 Inhibition of human TYK2 35860875
Tyrosine-protein kinase JAK2 IC50 = 2028.0 nM 5.69 Inhibition of human JAK2 35860875
Tyrosine-protein kinase JAK1 IC50 = 4728.0 nM 5.33 Inhibition of human JAK1 35860875

Literature References

PubMed DOI Target Context # Activities
35860875 10.1021/acs.jmedchem.2c00922 U-937 23
35860875 10.1021/acs.jmedchem.2c00922 ADMET 9
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase JAK3 8
35860875 10.1021/acs.jmedchem.2c00922 BaF3 4
35860875 10.1021/acs.jmedchem.2c00922 NUAK family SNF1-like kinase 1 3
35860875 10.1021/acs.jmedchem.2c00922 Signal transducer and activator of transcription 5A 3
35860875 10.1021/acs.jmedchem.2c00922 Receptor-type tyrosine-protein kinase FLT3 3
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase Blk 2
35860875 10.1021/acs.jmedchem.2c00922 Receptor tyrosine-protein kinase erbB-2 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase BTK 2
35860875 10.1021/acs.jmedchem.2c00922 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 1, mitochondrial 2
35860875 10.1021/acs.jmedchem.2c00922 Receptor tyrosine-protein kinase erbB-4 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase TXK 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase Tec 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase ITK/TSK 2
35860875 10.1021/acs.jmedchem.2c00922 Cytoplasmic tyrosine-protein kinase BMX 2
35860875 10.1021/acs.jmedchem.2c00922 Non-receptor tyrosine-protein kinase TYK2 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase JAK2 2
35860875 10.1021/acs.jmedchem.2c00922 Tyrosine-protein kinase JAK1 2
35860875 10.1021/acs.jmedchem.2c00922 Cyclin-Y/Cyclin-dependent kinase 16 2

Data from ChEMBL 36 via Core Engine