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Compound Detail

CHEMBL103055

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CCN1CCOCCn2cc(c3ccccc32)C2=C(C(=O)NC2=O)c2cn(c3ccccc23)CCOCC1

Basic Information

ChEMBL ID CHEMBL103055
Phase Preclinical
Structure Type MOL
InChI Key SFDFKLDQKSPRHB-UHFFFAOYSA-N
13
Targets
17
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

512.6
MW (Da)
3.53
ALogP
7
HBA
1
HBD
77.7
PSA (Ų)
0.40
QED
1
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H32N4O4
MW 512.61
Aromatic Rings 4
Heavy Atoms 38
NP-Likeness -0.43

Activity Summary

IC50 16 meas. best 8.05
EC50 1 meas. best 6.51

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Protein kinase C beta type
CHEMBL3045
IC50 8.05 7.8333 9.0 3
Glycogen synthase kinase-3 beta
CHEMBL262
IC50 7.75 7.7 18.0 3
Protein kinase C epsilon type
CHEMBL3582
IC50 7.12 7.12 75.0 1
Protein kinase C alpha type
CHEMBL299
IC50 6.96 6.96 110.0 1
Cyclin-dependent kinase 1/cyclin B
CHEMBL2094127
IC50 6.62 6.62 240.0 1
Cyclin-dependent kinase 1
CHEMBL308
IC50 6.62 6.62 240.0 1
Protein kinase C gamma type
CHEMBL2938
IC50 6.52 6.52 300.0 1
Unchecked
CHEMBL612545
EC50 6.51 6.51 310.0 1
Protein kinase C delta type
CHEMBL2996
IC50 6.46 6.46 350.0 1
CaM kinase II
CHEMBL2097164
IC50 6.11 6.11 780.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
IC50 5.85 5.85 1410.0 1
Platelet-derived growth factor receptor
CHEMBL2095189
IC50 5.36 5.36 4400.0 1
cAMP-dependent protein kinase (PKA)
CHEMBL2094138
IC50 4.84 4.84 14500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Protein kinase C beta type IC50 = 9.0 nM 8.05 Inhibition of Protein kinase C beta 2 12941331
Protein kinase C beta type IC50 = 14.0 nM 7.85 Inhibition of Protein kinase C beta 1 12941331
Glycogen synthase kinase-3 beta IC50 = 18.0 nM 7.75 Inhibition of Glycogen synthase kinase-3 beta 12941331
Glycogen synthase kinase-3 beta IC50 = 18.0 nM 7.75 Inhibition of GSK3-beta 15559249
Glycogen synthase kinase-3 beta IC50 = 25.0 nM 7.6 Inhibition of Glycogen synthase kinase-3 beta 12941331
Protein kinase C beta type IC50 = 25.0 nM 7.6 Inhibition of PKC-beta II mediated IL-8 release from HEK293 cells by ELISA 12941331
Protein kinase C epsilon type IC50 = 75.0 nM 7.12 Inhibition of Protein kinase C epsilon 12941331
Protein kinase C alpha type IC50 = 110.0 nM 6.96 Inhibition of Protein kinase C alpha 12941331
Cyclin-dependent kinase 1 IC50 = 240.0 nM 6.62 Inhibition of Cyclin-dependent kinase 1 12941331
Cyclin-dependent kinase 1/cyclin B IC50 = 240.0 nM 6.62 Inhibition of CDK1/cyclinB 15559249
Protein kinase C gamma type IC50 = 300.0 nM 6.52 Inhibition of Protein kinase C gamma 12941331
Unchecked EC50 = 310.0 nM 6.51 Glycogen synthase activity of HEK293 cells, inhibition of GSK3-beta 12941331
Protein kinase C delta type IC50 = 350.0 nM 6.46 Inhibition of Protein kinase C delta 12941331
CaM kinase II IC50 = 780.0 nM 6.11 Inhibition of Calcium/calmodulin-dependent protein kinase type II 12941331
Vascular endothelial growth factor receptor 2 IC50 = 1410.0 nM 5.85 Inhibition of Vascular endothelial growth factor receptor 2 12941331
Platelet-derived growth factor receptor IC50 = 4400.0 nM 5.36 Inhibition of Platelet-derived growth factor receptor 12941331
cAMP-dependent protein kinase (PKA) IC50 = 14500.0 nM 4.84 Inhibition of Protein kinase A 12941331

Literature References

PubMed DOI Target Context # Activities
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C beta type 3
12941331 10.1016/s0960-894x(03)00644-9 Glycogen synthase kinase-3 beta 2
15559249 10.1016/j.tips.2004.07.006 Cyclin-dependent kinase 1/cyclin B 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C alpha type 1
15559249 10.1016/j.tips.2004.07.006 Glycogen synthase kinase-3 beta 1
12941331 10.1016/s0960-894x(03)00644-9 Platelet-derived growth factor receptor 1
12941331 10.1016/s0960-894x(03)00644-9 Insulin-like growth factor 1 receptor 1
12941331 10.1016/s0960-894x(03)00644-9 Mitogen-activated protein kinase 1 1
12941331 10.1016/s0960-894x(03)00644-9 CaM kinase II 1
12941331 10.1016/s0960-894x(03)00644-9 Casein kinase II 1
12941331 10.1016/s0960-894x(03)00644-9 Casein kinase I 1
12941331 10.1016/s0960-894x(03)00644-9 cAMP-dependent protein kinase (PKA) 1
12941331 10.1016/s0960-894x(03)00644-9 Epidermal growth factor receptor 1
12941331 10.1016/s0960-894x(03)00644-9 Cyclin-dependent kinase 1 1
12941331 10.1016/s0960-894x(03)00644-9 Vascular endothelial growth factor receptor 2 1
12941331 10.1016/s0960-894x(03)00644-9 Unchecked 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C zeta type 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C epsilon type 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C delta type 1
12941331 10.1016/s0960-894x(03)00644-9 Protein kinase C gamma type 1

Data from ChEMBL 36 via Core Engine