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Compound Detail

CHEMBL4553144

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COc1ccc(-c2nn(-c3cccc(NC(=O)c4cccc(C(F)(F)F)c4)c3)cc2-c2ccncc2)cc1Cl

Basic Information

ChEMBL ID CHEMBL4553144
Phase Preclinical
Structure Type MOL
InChI Key VFOKXQSPITZZJM-UHFFFAOYSA-N
5
Targets
6
Activities
2
Assay Types
10
PK Parameters
20
Publications
0
Known Names

Molecular Properties

549.0
MW (Da)
7.53
ALogP
5
HBA
1
HBD
69.0
PSA (Ų)
0.24
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H20ClF3N4O2
MW 548.95
Aromatic Rings 5
Heavy Atoms 39
NP-Likeness -1.78

Activity Summary

IC50 5 meas. best 7.66
EC50 1 meas. best 6.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Mitogen-activated protein kinase 14
CHEMBL260
IC50 7.66 7.66 22.0 1
THP-1
CHEMBL614245
IC50 7.24 7.24 58.0 1
Serine/threonine-protein kinase B-raf
CHEMBL5145
IC50 6.8 6.8 158.0 1
RAF proto-oncogene serine/threonine-protein kinase
CHEMBL1906
IC50 6.47 6.47 336.0 1
Mitogen-activated protein kinase 14
CHEMBL260
EC50 6.28 6.28 520.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.88 4.88 13070.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1452.6 ng.hr.mL-1 Rattus norvegicus
AUC 1460.2 ng.hr.mL-1 Rattus norvegicus
AUC 164.5 ng.hr.mL-1 Rattus norvegicus
AUC 168.8 ng.hr.mL-1 Rattus norvegicus
CL 90.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 60.48 nM Rattus norvegicus
F 11.32 % Rattus norvegicus
T1/2 6.4 hr Rattus norvegicus
T1/2 7.3 hr Rattus norvegicus
Tmax 1.2 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
31520926 10.1016/j.ejmech.2019.111684 ADMET 16
31520926 10.1016/j.ejmech.2019.111684 Mitogen-activated protein kinase 14 4
31520926 10.1016/j.ejmech.2019.111684 Unchecked 4
31520926 10.1016/j.ejmech.2019.111684 Serine/threonine-protein kinase B-raf 3
31520926 10.1016/j.ejmech.2019.111684 RAF proto-oncogene serine/threonine-protein kinase 2
31520926 10.1016/j.ejmech.2019.111684 Hepatocyte growth factor receptor 2
31520926 10.1016/j.ejmech.2019.111684 Tyrosine-protein kinase ABL1 2
31520926 10.1016/j.ejmech.2019.111684 Rattus norvegicus 2
31520926 10.1016/j.ejmech.2019.111684 Aurora kinase A 1
31520926 10.1016/j.ejmech.2019.111684 Serine/threonine-protein kinase A-Raf 1
31520926 10.1016/j.ejmech.2019.111684 Mast/stem cell growth factor receptor Kit 1
31520926 10.1016/j.ejmech.2019.111684 ALK tyrosine kinase receptor 1
31520926 10.1016/j.ejmech.2019.111684 RAC-alpha serine/threonine-protein kinase 1
31520926 10.1016/j.ejmech.2019.111684 DNA-dependent protein kinase catalytic subunit 1
31520926 10.1016/j.ejmech.2019.111684 Epidermal growth factor receptor 1
31520926 10.1016/j.ejmech.2019.111684 Receptor tyrosine-protein kinase erbB-2 1
31520926 10.1016/j.ejmech.2019.111684 Receptor tyrosine-protein kinase erbB-4 1
31520926 10.1016/j.ejmech.2019.111684 Mitogen-activated protein kinase 1 1
31520926 10.1016/j.ejmech.2019.111684 Voltage-gated inwardly rectifying potassium channel KCNH2 1
31520926 10.1016/j.ejmech.2019.111684 Receptor-type tyrosine-protein kinase FLT3 1

Data from ChEMBL 36 via Core Engine