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Compound Detail

CHEMBL3928976

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Cc1c(-c2c(Cl)cc(C(N)=O)c3[nH]c4cc(C(C)(C)O)ccc4c23)cccc1-n1c(=O)cc2c(Cl)cccn2c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3928976
Phase Preclinical
Structure Type MOL
InChI Key IRBVGTPPFBYDKX-UHFFFAOYSA-N
14
Targets
46
Activities
1
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

587.5
MW (Da)
5.69
ALogP
6
HBA
3
HBD
122.6
PSA (Ų)
0.25
QED
2
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H24Cl2N4O4
MW 587.46
Aromatic Rings 6
Heavy Atoms 41
NP-Likeness -0.39

Activity Summary

IC50 46 meas. best 9.59

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 9.59 8.6432 0.3 22
B cell
CHEMBL5314312
 IC50 9.0 9.0 1.0 1
Tyrosine-protein kinase Tec
CHEMBL4246
 IC50 8.52 8.52 3.0 1
Tyrosine-protein kinase Blk
CHEMBL2250
 IC50 8.3 8.3 5.0 1
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
 IC50 8.15 8.15 7.0 1
Tyrosine-protein kinase TXK
CHEMBL4367
 IC50 8.0 8.0 10.0 1
Tyrosine-protein kinase Fgr
CHEMBL4454
 IC50 7.82 7.82 15.0 1
Tyrosine-protein kinase Yes
CHEMBL2073
 IC50 7.72 7.72 19.0 1
Tyrosine-protein kinase ITK/TSK
CHEMBL2959
 IC50 7.68 7.68 21.0 1
Tyrosine-protein kinase BTK
CHEMBL3259478
 IC50 6.89 6.89 130.0 1
Tyrosine-protein kinase JAK2
CHEMBL2971
 IC50 6.12 5.9442 760.0 12
Cytochrome P450 2C8
CHEMBL3721
 IC50 5.5 5.5 3200.0 1
Cytochrome P450 2C9
CHEMBL3397
 IC50 5.24 5.24 5700.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.96 4.96 11000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 11749.2 ng.hr.mL-1 Mus musculus
AUC 7636.98 ng.hr.mL-1 Canis lupus familiaris
CL 8.6 mL.min-1.kg-1 Mus musculus
CL 4.4 mL.min-1.kg-1 Canis lupus familiaris
Cmax 4300.0 nM Mus musculus
Cmax 1200.0 nM Canis lupus familiaris
F 100.0 % Mus musculus
F 82.0 % Canis lupus familiaris
MRT 3.5 hr Mus musculus
MRT 10.1 hr Canis lupus familiaris
T1/2 3.6 hr Mus musculus
T1/2 7.9 hr Canis lupus familiaris
Tmax 1.0 hr Mus musculus
Tmax 3.7 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase BTK IC50 = 0.26 nM 9.59 Btk Enzyme Assay: To V-bottom 384-well plates were added test compounds, human r... -
Tyrosine-protein kinase BTK IC50 = 0.26 nM 9.59 Human Recombinant Btk Enzyme Assay: To V-bottom 384-well plates were added test ... -
Tyrosine-protein kinase BTK IC50 = 0.26 nM 9.59 Enzyme Assay: To V-bottom 384-well plates were added test compounds, human recom... -
Tyrosine-protein kinase BTK IC50 = 0.26 nM 9.59 Human Recombinant Btk Enzyme Assay: To V-bottom 384-well plates were added test ... -
Tyrosine-protein kinase BTK IC50 = 0.26 nM 9.59 Inhibition of recombinant full-length His-tagged human BTK expressed in baculovi... 33214829
Tyrosine-protein kinase BTK IC50 = 0.33 nM 9.48 Enzyme Assay: To V-bottom 384-well plates were added test compounds, human recom... -
Tyrosine-protein kinase BTK IC50 = 0.48 nM 9.32 Enzyme Assay: To V-bottom 384-well plates were added test compounds, human recom... -
Tyrosine-protein kinase BTK IC50 = 0.55 nM 9.26 Enzyme Assay: To V-bottom 384-well plates were added test compounds, human recom... -
Tyrosine-protein kinase BTK IC50 = 0.55 nM 9.26 Human Recombinant Btk Enzyme Assay: To V-bottom 384-well plates were added test ... -
Tyrosine-protein kinase BTK IC50 = 0.55 nM 9.26 Human Recombinant Btk Enzyme Assay: To V-bottom 384-well plates were added test ... -
Tyrosine-protein kinase BTK IC50 = 0.55 nM 9.26 Inhibition of recombinant full-length His-tagged human BTK expressed in baculovi... 33214829
Tyrosine-protein kinase BTK IC50 = 0.55 nM 9.26 Btk Enzyme Assay: To V-bottom 384-well plates were added test compounds, human r... -
Tyrosine-protein kinase BTK IC50 = 1.0 nM 9.0 Inhibition of BTK in human peripheral B cells assessed as reduction in anti-IgM/... 33214829
B cell IC50 = 1.0 nM 9.0 Antiproliferative activity against anti-IgM/IgG-induced human peripheral B cells 33214829
Tyrosine-protein kinase BTK IC50 = 2.0 nM 8.7 Inhibition of BTK in human PBMC cells assessed as inhibition of FCepsilonR1/immu... 33214829
Tyrosine-protein kinase Tec IC50 = 3.0 nM 8.52 Inhibition of TEC (unknown origin) 33214829
Tyrosine-protein kinase Blk IC50 = 5.0 nM 8.3 Inhibition of BLK (unknown origin) 33214829
Tyrosine-protein kinase BTK IC50 = 6.9 nM 8.16 Inhibition of BTK in human Ramos B cells assessed as reduction in goat anti huma... 33214829
Cytoplasmic tyrosine-protein kinase BMX IC50 = 7.0 nM 8.15 Inhibition of BMX (unknown origin) 33214829
Tyrosine-protein kinase TXK IC50 = 10.0 nM 8.0 Inhibition of TXK (unknown origin) 33214829

Literature References

PubMed DOI Target Context # Activities
33214829 10.1021/acsmedchemlett.0c00335 ADMET 29
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase BTK 17
33214829 10.1021/acsmedchemlett.0c00335 Unchecked 13
33214829 10.1021/acsmedchemlett.0c00335 Mus musculus 5
33214829 10.1021/acsmedchemlett.0c00335 No relevant target 4
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase JAK2 2
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase Fgr 1
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase Yes 1
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase ITK/TSK 1
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase TXK 1
33214829 10.1021/acsmedchemlett.0c00335 Voltage-gated inwardly rectifying potassium channel KCNH2 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 1A2 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 2B6 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 2D6 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 2C19 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 2C8 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 2C9 1
33214829 10.1021/acsmedchemlett.0c00335 Cytochrome P450 3A4 1
33214829 10.1021/acsmedchemlett.0c00335 Cytoplasmic tyrosine-protein kinase BMX 1
33214829 10.1021/acsmedchemlett.0c00335 Tyrosine-protein kinase Blk 1

Data from ChEMBL 36 via Core Engine