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Compound Detail

CHEMBL558448

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Cn1c(=O)cc(Nc2cc(C(=O)NC3CC3)ccc2Cl)c2cnn(-c3ccc(F)cc3F)c21

Basic Information

ChEMBL ID CHEMBL558448
Phase Preclinical
Structure Type MOL
InChI Key GMAPGSSLWYRDFG-UHFFFAOYSA-N
6
Targets
7
Activities
1
Assay Types
4
PK Parameters
12
Publications
0
Known Names

Molecular Properties

469.9
MW (Da)
4.29
ALogP
6
HBA
2
HBD
81.0
PSA (Ų)
0.46
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H18ClF2N5O2
MW 469.88
Aromatic Rings 4
Heavy Atoms 33
NP-Likeness -1.84

Activity Summary

IC50 7 meas. best 9.36

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
THP-1
CHEMBL614245
IC50 9.36 9.36 0.4 1
Mitogen-activated protein kinase 14
CHEMBL260
IC50 9.0 9.0 1.0 2
Blood
CHEMBL613416
IC50 8.96 8.96 1.1 1
Cytochrome P450 2C9
CHEMBL3397
IC50 5.08 5.08 8400.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.8 4.8 16000.0 1
Cytochrome P450 2D6
CHEMBL289
IC50 4.64 4.64 22700.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4612.0 ng.hr.mL-1 Rattus norvegicus
CL 6.167 mL.min-1.kg-1 Rattus norvegicus
F 81.0 % Rattus norvegicus
T1/2 3.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19574047 10.1016/j.bmcl.2009.06.058 Rattus norvegicus 11
19574047 10.1016/j.bmcl.2009.06.058 No relevant target 3
19574047 10.1016/j.bmcl.2009.06.058 Plasma 2
19574047 10.1016/j.bmcl.2009.06.058 Mitogen-activated protein kinase 14 1
19574047 10.1016/j.bmcl.2009.06.058 THP-1 1
19574047 10.1016/j.bmcl.2009.06.058 Blood 1
19574047 10.1016/j.bmcl.2009.06.058 RAF proto-oncogene serine/threonine-protein kinase 1
19574047 10.1016/j.bmcl.2009.06.058 Cytochrome P450 2C9 1
19574047 10.1016/j.bmcl.2009.06.058 Cytochrome P450 2C19 1
19574047 10.1016/j.bmcl.2009.06.058 Cytochrome P450 2D6 1
19574047 10.1016/j.bmcl.2009.06.058 ADMET 1
20138761 10.1016/j.bmcl.2010.01.059 Mitogen-activated protein kinase 14 1

Data from ChEMBL 36 via Core Engine