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Compound Detail

CHEMBL2148124

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CCN1CCN(Cc2ccc(NC(=O)c3cccc(-c4ccc5nc(NC(=O)C6CC6)sc5n4)c3)cc2C(F)(F)F)CC1

Basic Information

ChEMBL ID CHEMBL2148124
Phase Preclinical
Structure Type MOL
InChI Key VTWWRKFUHCSCEW-UHFFFAOYSA-N
22
Targets
27
Activities
2
Assay Types
11
PK Parameters
3
Publications
0
Known Names

Molecular Properties

608.7
MW (Da)
6.12
ALogP
7
HBA
2
HBD
90.5
PSA (Ų)
0.25
QED
2
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C31H31F3N6O2S
MW 608.69
Aromatic Rings 4
Heavy Atoms 43
NP-Likeness -2.02

Activity Summary

Kd 24 meas. best 8.92
EC50 3 meas. best 6.81

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase ABL1
CHEMBL1862
Kd 8.92 8.7733 1.2 3
Platelet-derived growth factor receptor beta
CHEMBL4125
Kd 8.74 8.74 1.8 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
Kd 8.64 8.64 2.3 2
Mast/stem cell growth factor receptor Kit
CHEMBL1936
Kd 8.54 8.54 2.9 2
Epithelial discoidin domain-containing receptor 1
CHEMBL5319
Kd 8.47 8.47 3.4 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Kd 8.25 8.25 5.6 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
Kd 8.11 8.11 7.7 1
Serine/threonine-protein kinase 10
CHEMBL3981
Kd 8.02 8.02 9.5 1
Cyclin-dependent kinase 7
CHEMBL3055
Kd 7.89 7.89 13.0 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
Kd 7.51 7.51 31.0 1
Cyclin-dependent kinase 11B
CHEMBL5808
Kd 7.5 7.5 32.0 1
Homeodomain-interacting protein kinase 1
CHEMBL5427
Kd 7.47 7.47 34.0 1
Serine/threonine-protein kinase B-raf
CHEMBL5145
Kd 7.44 7.44 36.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
Kd 7.24 7.24 58.0 1
Angiopoietin-1 receptor
CHEMBL4128
Kd 7.24 7.24 57.0 1
Vascular endothelial growth factor receptor 1
CHEMBL1868
Kd 7.13 7.13 74.0 1
Mitogen-activated protein kinase 12
CHEMBL4674
Kd 7.0 7.0 100.0 1
Cyclin-dependent kinase 5
CHEMBL4036
Kd 6.82 6.82 150.0 1
NON-PROTEIN TARGET
CHEMBL3879801
EC50 6.81 6.16 156.0 2
Cyclin-dependent kinase 3
CHEMBL4442
Kd 6.6 6.6 250.0 1
Cyclin-dependent kinase 2
CHEMBL301
Kd 6.08 6.08 840.0 1
ADMET
CHEMBL612558
EC50 5.51 5.51 3085.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 462.22 ng.hr.mL-1 Rattus norvegicus
AUC 1230.0 ng.hr.mL-1 Rattus norvegicus
CL 74.4 mL.min-1.kg-1 Rattus norvegicus
CL 13.7 mL.min-1.kg-1 Rattus norvegicus
Cmax 87.24 nM Rattus norvegicus
Cmax 479.23 nM Rattus norvegicus
F 18.8 % Rattus norvegicus
MRT 7.7 hr Rattus norvegicus
MRT 8.1 hr Rattus norvegicus
T1/2 4.7 hr Rattus norvegicus
T1/2 5.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase ABL1 Kd = 1.2 nM 8.92 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Tyrosine-protein kinase ABL1 Kd = 1.2 nM 8.92 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Platelet-derived growth factor receptor beta Kd = 1.8 nM 8.74 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Receptor-type tyrosine-protein kinase FLT3 Kd = 2.3 nM 8.64 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Receptor-type tyrosine-protein kinase FLT3 Kd = 2.3 nM 8.64 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Mast/stem cell growth factor receptor Kit Kd = 2.9 nM 8.54 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Mast/stem cell growth factor receptor Kit Kd = 2.9 nM 8.54 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Tyrosine-protein kinase ABL1 Kd = 3.3 nM 8.48 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Epithelial discoidin domain-containing receptor 1 Kd = 3.4 nM 8.47 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Proto-oncogene tyrosine-protein kinase receptor Ret Kd = 5.6 nM 8.25 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Platelet-derived growth factor receptor alpha Kd = 7.7 nM 8.11 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Serine/threonine-protein kinase 10 Kd = 9.5 nM 8.02 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Cyclin-dependent kinase 7 Kd = 13.0 nM 7.89 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Vascular endothelial growth factor receptor 3 Kd = 31.0 nM 7.51 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Cyclin-dependent kinase 11B Kd = 32.0 nM 7.5 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Homeodomain-interacting protein kinase 1 Kd = 34.0 nM 7.47 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Serine/threonine-protein kinase B-raf Kd = 36.0 nM 7.44 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Angiopoietin-1 receptor Kd = 57.0 nM 7.24 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Vascular endothelial growth factor receptor 2 Kd = 58.0 nM 7.24 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -
Vascular endothelial growth factor receptor 1 Kd = 74.0 nM 7.13 Kinase Screen Assay: KINOMEscan (Ambit Biosciences, San Diego, Calif.), a high-t... -

Literature References

PubMed DOI Target Context # Activities
22819762 10.1016/j.bmcl.2012.06.036 Rattus norvegicus 12
22819762 10.1016/j.bmcl.2012.06.036 NON-PROTEIN TARGET 2
22819762 10.1016/j.bmcl.2012.06.036 ADMET 1

Data from ChEMBL 36 via Core Engine