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Compound Detail

CHEMBL4847875

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CN(C)c1ccc2c(Oc3ccc(NC(=O)NCc4ccc(C(F)(F)F)nc4)cc3)ncnc2c1

Basic Information

ChEMBL ID CHEMBL4847875
Phase Preclinical
Structure Type MOL
InChI Key ORYMWWSJZRCUSV-UHFFFAOYSA-N
10
Targets
13
Activities
2
Assay Types
5
PK Parameters
16
Publications
0
Known Names

Molecular Properties

482.5
MW (Da)
5.22
ALogP
6
HBA
2
HBD
92.3
PSA (Ų)
0.39
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C24H21F3N6O2
MW 482.47
Aromatic Rings 4
Heavy Atoms 35
NP-Likeness -1.80

Activity Summary

IC50 11 meas. best 9.28
EC50 2 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Macrophage colony-stimulating factor 1 receptor
CHEMBL1844
IC50 9.28 8.56 0.5 2
Mast/stem cell growth factor receptor Kit
CHEMBL1936
IC50 8.96 8.96 1.1 1
BMDM
CHEMBL4296525
IC50 7.51 6.39 31.0 2
Platelet-derived growth factor receptor beta
CHEMBL1913
IC50 7.5 7.5 31.5 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
IC50 7.28 7.28 52.7 1
Epithelial discoidin domain-containing receptor 1
CHEMBL5319
IC50 7.22 7.22 59.7 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
IC50 7.19 7.19 64.3 1
BaF3
CHEMBL614524
EC50 7.1 7.1 80.0 1
NFS-60
CHEMBL614199
EC50 7.02 7.02 95.0 1
Aurora kinase B
CHEMBL2185
IC50 6.65 6.25 226.0 2

Pharmacokinetic Data

Parameter Value Units Species
CL 4.5 mL.min-1.kg-1 Rattus norvegicus
F 10.0 % Rattus norvegicus
T1/2 2.9 hr Rattus norvegicus
T1/2 8.7 hr Rattus norvegicus
Tmax 5.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Macrophage colony-stimulating factor 1 receptor IC50 = 0.53 nM 9.28 Inhibition of wild-type human partial length CSF1R (I564 to S939 residues) expre... 34606263
Mast/stem cell growth factor receptor Kit IC50 = 1.1 nM 8.96 Inhibition of human c-Kit by Kinomescan method 34606263
Macrophage colony-stimulating factor 1 receptor IC50 = 14.4 nM 7.84 Inhibition of human recombinant GST-CSF1R (residues L534 to C972) expressed in S... 34606263
BMDM IC50 = 31.0 nM 7.51 Growth inhibition of CSF1-induced mouse BMDM cell assessed as inhibition of M2 l... 34606263
Platelet-derived growth factor receptor beta IC50 = 31.5 nM 7.5 Inhibition of wild-type human partial length PDGFRbeta (V582 to Y1009 residues) ... 34606263
Platelet-derived growth factor receptor alpha IC50 = 52.7 nM 7.28 Inhibition of wild-type human partial length PDGFRalpha (V575 to D1002 residues)... 34606263
Epithelial discoidin domain-containing receptor 1 IC50 = 59.7 nM 7.22 Inhibition of wild-type human partial length DDR1 (R565 to V876 residues) expres... 34606263
Receptor-type tyrosine-protein kinase FLT3 IC50 = 64.3 nM 7.19 Inhibition of wild-type human partial length FLT3 (V592 to Y969 residues) expres... 34606263
BaF3 EC50 = 80.0 nM 7.1 Antiproliferative activity against mouse BaF3 cells transfected with human ETV6-... 34606263
NFS-60 EC50 = 95.0 nM 7.02 Antiproliferative activity against mouse NFS-60 cells transfected with human ETV... 34606263
Aurora kinase B IC50 = 226.0 nM 6.65 Inhibition of wild-type human partial length AURKB (D25 to A303 residues) expres... 34606263
Aurora kinase B IC50 = 1400.0 nM 5.85 Inhibition of human recombinant full length GST-AURKB using tetra(-LRRASLG) pept... 34606263
BMDM IC50 = 5390.0 nM 5.27 Growth inhibition of CSF2-induced mouse BMDM cell assessed as inhibition of M1 l... 34606263

Literature References

PubMed DOI Target Context # Activities
34606263 10.1021/acs.jmedchem.1c01006 ADMET 9
34606263 10.1021/acs.jmedchem.1c01006 Unchecked 8
34606263 10.1021/acs.jmedchem.1c01006 Macrophage colony-stimulating factor 1 receptor 4
34606263 10.1021/acs.jmedchem.1c01006 Aurora kinase B 3
34606263 10.1021/acs.jmedchem.1c01006 Aurora kinase A 2
34606263 10.1021/acs.jmedchem.1c01006 BMDM 2
34606263 10.1021/acs.jmedchem.1c01006 BaF3 1
34606263 10.1021/acs.jmedchem.1c01006 NFS-60 1
34606263 10.1021/acs.jmedchem.1c01006 Mast/stem cell growth factor receptor Kit 1
34606263 10.1021/acs.jmedchem.1c01006 Platelet-derived growth factor receptor alpha 1
34606263 10.1021/acs.jmedchem.1c01006 Platelet-derived growth factor receptor beta 1
34606263 10.1021/acs.jmedchem.1c01006 Epithelial discoidin domain-containing receptor 1 1
34606263 10.1021/acs.jmedchem.1c01006 Receptor-type tyrosine-protein kinase FLT3 1
34606263 10.1021/acs.jmedchem.1c01006 Serine/threonine-protein kinase PAK 3 1
34606263 10.1021/acs.jmedchem.1c01006 Vascular endothelial growth factor receptor 2 1
34606263 10.1021/acs.jmedchem.1c01006 RAW264.7 1

Data from ChEMBL 36 via Core Engine