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Compound Detail

CHEMBL4108687

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CC1(C)OC(=O)N2C[C@H](c3nc(-c4ccc(C(=O)Nc5cc(C(F)(F)F)ccn5)cc4)c4c(N)nccn34)CC[C@H]21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4108687
Phase Preclinical
Structure Type MOL
InChI Key FUZSHLVNKZZEKR-MJGOQNOKSA-N
16
Targets
19
Activities
1
Assay Types
6
PK Parameters
18
Publications
0
Known Names

Molecular Properties

565.6
MW (Da)
5.12
ALogP
8
HBA
2
HBD
127.7
PSA (Ų)
0.35
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 C28H26F3N7O3
MW 565.56
Aromatic Rings 4
Heavy Atoms 41
NP-Likeness -0.68

Activity Summary

IC50 19 meas. best 9.92

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 9.92 8.9 0.1 4
Cytoplasmic tyrosine-protein kinase BMX
CHEMBL3834
 IC50 8.25 8.25 5.6 1
Tyrosine-protein kinase Srms
CHEMBL5703
 IC50 8.1 8.1 8.0 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 7.89 7.89 13.0 1
Tyrosine-protein kinase TXK
CHEMBL4367
 IC50 7.82 7.82 15.0 1
Tyrosine-protein kinase Blk
CHEMBL2250
 IC50 7.77 7.77 17.0 1
Receptor tyrosine-protein kinase erbB-4
CHEMBL3009
 IC50 7.64 7.64 23.0 1
Protein-tyrosine kinase 6
CHEMBL4601
 IC50 7.62 7.62 24.0 1
Tyrosine-protein kinase Tec
CHEMBL4246
 IC50 7.57 7.57 27.0 1
Tyrosine-protein kinase Yes
CHEMBL2073
 IC50 7.52 7.52 30.0 1
Tyrosine-protein kinase Fgr
CHEMBL4454
 IC50 7.47 7.47 34.0 1
Tyrosine-protein kinase FRK
CHEMBL4223
 IC50 7.44 7.44 36.0 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 7.16 7.16 69.0 1
Tyrosine-protein kinase Lyn
CHEMBL3905
 IC50 7.1 7.1 79.0 1
Tyrosine-protein kinase Fyn
CHEMBL1841
 IC50 6.67 6.67 212.0 1
Tyrosine-protein kinase CSK
CHEMBL2634
 IC50 6.46 6.46 350.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1300.79 ng.hr.mL-1 Rattus norvegicus
CL 26.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 1000.0 nM Rattus norvegicus
F 160.0 % Rattus norvegicus
T1/2 3.6 hr Rattus norvegicus
Tmax 2.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase BTK IC50 = 0.12 nM 9.92 Inhibition of recombinant full length BTK (unknown origin) expressed in baculovi... 32738973
Tyrosine-protein kinase BTK IC50 = 0.13 nM 9.89 LANCE (Lanthanide Chelate Excite) TR-FRET (Time-resolved fluorescence resonance ... -
Tyrosine-protein kinase BTK IC50 = 2.8 nM 8.55 Inhibition of BTK in human PBMC assessed as reduction in cell surface CD69 expre... 32738973
Cytoplasmic tyrosine-protein kinase BMX IC50 = 5.6 nM 8.25 Inhibition of BMX (unknown origin) 32738973
Tyrosine-protein kinase Srms IC50 = 8.0 nM 8.1 Inhibition of SRMS (unknown origin) 32738973
Tyrosine-protein kinase Lck IC50 = 13.0 nM 7.89 Inhibition of LCK (unknown origin) 32738973
Tyrosine-protein kinase TXK IC50 = 15.0 nM 7.82 Inhibition of TXK (unknown origin) 32738973
Tyrosine-protein kinase Blk IC50 = 17.0 nM 7.77 Inhibition of BLK (unknown origin) 32738973
Receptor tyrosine-protein kinase erbB-4 IC50 = 23.0 nM 7.64 Inhibition of ERBB4 (unknown origin) 32738973
Protein-tyrosine kinase 6 IC50 = 24.0 nM 7.62 Inhibition of PTK6 (unknown origin) 32738973
Tyrosine-protein kinase Tec IC50 = 27.0 nM 7.57 Inhibition of TEC (unknown origin) 32738973
Tyrosine-protein kinase Yes IC50 = 30.0 nM 7.52 Inhibition of YES1 (unknown origin) 32738973
Tyrosine-protein kinase Fgr IC50 = 34.0 nM 7.47 Inhibition of FGR (unknown origin) 32738973
Tyrosine-protein kinase FRK IC50 = 36.0 nM 7.44 Inhibition of FRK (unknown origin) 32738973
Tyrosine-protein kinase BTK IC50 = 58.0 nM 7.24 Inhibition of BTK in human whole blood assessed as reduction in cell surface CD6... 32738973
Proto-oncogene tyrosine-protein kinase Src IC50 = 69.0 nM 7.16 Inhibition of SRC (unknown origin) 32738973
Tyrosine-protein kinase Lyn IC50 = 79.0 nM 7.1 Inhibition of LYNB (unknown origin) 32738973
Tyrosine-protein kinase Fyn IC50 = 212.0 nM 6.67 Inhibition of FYN (unknown origin) 32738973
Tyrosine-protein kinase CSK IC50 = 350.0 nM 6.46 Inhibition of CSK (unknown origin) 32738973

Literature References

PubMed DOI Target Context # Activities
32738973 10.1016/j.bmcl.2020.127390 Unchecked 15
32738973 10.1016/j.bmcl.2020.127390 ADMET 7
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase BTK 3
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Lyn 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Yes 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase TXK 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Tec 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Srms 1
32738973 10.1016/j.bmcl.2020.127390 Proto-oncogene tyrosine-protein kinase Src 1
32738973 10.1016/j.bmcl.2020.127390 Protein-tyrosine kinase 6 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Lck 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Fyn 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase FRK 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Fgr 1
32738973 10.1016/j.bmcl.2020.127390 Receptor tyrosine-protein kinase erbB-4 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase CSK 1
32738973 10.1016/j.bmcl.2020.127390 Cytoplasmic tyrosine-protein kinase BMX 1
32738973 10.1016/j.bmcl.2020.127390 Tyrosine-protein kinase Blk 1

Data from ChEMBL 36 via Core Engine