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Compound Detail

CHEMBL4448596

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COc1ccc2c(c1)[C@]1(C[C@H]1c1ccc3c(-c4ccc(N5CCN(C)CC5)cc4)n[nH]c3c1)C(=O)N2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4448596
Phase Preclinical
Structure Type MOL
InChI Key ZSMPGSBOZTVRAJ-OUTSHDOLSA-N
4
Targets
4
Activities
1
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

479.6
MW (Da)
4.37
ALogP
5
HBA
2
HBD
73.5
PSA (Ų)
0.45
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H29N5O2
MW 479.58
Aromatic Rings 4
Heavy Atoms 36
NP-Likeness -0.37

Activity Summary

IC50 4 meas. best 9.03

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase PLK4
CHEMBL3788
 IC50 9.03 9.03 0.9 1
Aurora kinase B
CHEMBL2185
 IC50 8.16 8.16 6.9 1
Receptor-type tyrosine-protein kinase FLT3
CHEMBL1974
 IC50 7.35 7.35 45.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 5.03 5.03 9400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1830.0 ng.hr.mL-1 Mus musculus
AUC 270.0 ng.hr.mL-1 Rattus norvegicus
AUC 260.0 ng.hr.mL-1 Rattus norvegicus
CL 68.33 mL.min-1.kg-1 Rattus norvegicus
Cmax 1480.46 nM Mus musculus
F 22.0 % Rattus norvegicus
T1/2 0.15 hr Mus musculus
T1/2 0.3167 hr Homo sapiens
T1/2 1.3 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase PLK4 IC50 = 0.94 nM 9.03 Inhibition of PLK4 (unknown origin) 27592744
Aurora kinase B IC50 = 6.9 nM 8.16 Inhibition of AURKB (unknown origin) 27592744
Receptor-type tyrosine-protein kinase FLT3 IC50 = 45.0 nM 7.35 Inhibition of FLT3 (unknown origin) 27592744
Vascular endothelial growth factor receptor 2 IC50 = 9400.0 nM 5.03 Inhibition of KDR (unknown origin) 27592744

Literature References

PubMed DOI Target Context # Activities
27592744 10.1016/j.bmcl.2016.08.063 ADMET 10
27592744 10.1016/j.bmcl.2016.08.063 Receptor-type tyrosine-protein kinase FLT3 2
27592744 10.1016/j.bmcl.2016.08.063 MDA-MB-468 2
27592744 10.1016/j.bmcl.2016.08.063 Vascular endothelial growth factor receptor 2 2
27592744 10.1016/j.bmcl.2016.08.063 Aurora kinase A 2
27592744 10.1016/j.bmcl.2016.08.063 Platelet-derived growth factor receptor beta 1
27592744 10.1016/j.bmcl.2016.08.063 Serine/threonine-protein kinase PLK4 1
27592744 10.1016/j.bmcl.2016.08.063 Tyrosine-protein kinase CSK 1
27592744 10.1016/j.bmcl.2016.08.063 Tyrosine-protein kinase Fyn 1
27592744 10.1016/j.bmcl.2016.08.063 Proto-oncogene tyrosine-protein kinase receptor Ret 1
27592744 10.1016/j.bmcl.2016.08.063 Tyrosine-protein kinase Lck 1
27592744 10.1016/j.bmcl.2016.08.063 Fibroblast growth factor receptor 1 1
27592744 10.1016/j.bmcl.2016.08.063 Tyrosine-protein kinase ABL1 1
27592744 10.1016/j.bmcl.2016.08.063 High affinity nerve growth factor receptor 1
27592744 10.1016/j.bmcl.2016.08.063 Cytochrome P450 3A4 1
27592744 10.1016/j.bmcl.2016.08.063 Cytochrome P450 2C19 1
27592744 10.1016/j.bmcl.2016.08.063 Cytochrome P450 2C9 1
27592744 10.1016/j.bmcl.2016.08.063 No relevant target 1
27592744 10.1016/j.bmcl.2016.08.063 HCC1954 1
27592744 10.1016/j.bmcl.2016.08.063 MCF7 1

Data from ChEMBL 36 via Core Engine