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Compound Detail

CHEMBL447602

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COc1cc2c(Oc3ccc(-c4cnc(Nc5ccc(F)cc5)n(C)c4=O)nc3)ccnc2cc1OCCCN1CCOCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL447602
Phase Preclinical
Structure Type MOL
InChI Key UVNDVSUMHWZESZ-UHFFFAOYSA-N
14
Targets
18
Activities
2
Assay Types
4
PK Parameters
20
Publications
0
Known Names

Molecular Properties

612.7
MW (Da)
5.18
ALogP
11
HBA
1
HBD
112.9
PSA (Ų)
0.20
QED
3
Ro5 Violations
11
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C33H33FN6O5
MW 612.66
Aromatic Rings 5
Heavy Atoms 45
NP-Likeness -1.22

Activity Summary

IC50 12 meas. best 7.48
Ki 6 meas. best 8.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Macrophage-stimulating protein receptor
CHEMBL2689
 Ki 8.89 8.89 1.3 1
Hepatocyte growth factor receptor
CHEMBL3717
 Ki 8.47 8.47 3.4 3
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 7.48 7.48 33.0 1
Unchecked
CHEMBL612545
 Ki 7.29 7.29 51.0 1
Hepatocyte growth factor
CHEMBL5479
 IC50 7.23 7.195 59.0 2
CT26
CHEMBL613866
 IC50 7.23 7.23 59.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 Ki 7.08 7.08 83.0 1
Tyrosine-protein kinase BTK
CHEMBL5251
 IC50 6.9 6.9 126.0 1
Angiopoietin-1 receptor
CHEMBL4128
 IC50 6.66 6.66 221.0 1
Aurora kinase A
CHEMBL4722
 IC50 6.37 6.37 426.0 1
Unchecked
CHEMBL612545
 IC50 5.89 5.89 1300.0 1
Mitogen-activated protein kinase 9
CHEMBL4179
 IC50 5.33 5.33 4700.0 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
 IC50 5.11 5.11 7800.0 1
Ribosomal protein S6 kinase alpha-5
CHEMBL4237
 IC50 4.28 4.28 52000.0 1
Ribosomal protein S6 kinase beta-1
CHEMBL4501
 IC50 4.19 4.19 65000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.333 mL.min-1.kg-1 Rattus norvegicus
F 48.0 % Rattus norvegicus
T1/2 2.4 hr Rattus norvegicus
Vd 3.4 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Macrophage-stimulating protein receptor Ki = 1.3 nM 8.89 Inhibition of phosphorylated RON 18763753
Hepatocyte growth factor receptor Ki = 3.4 nM 8.47 Binding affinity to MET (unknown origin) assessed as inhibition constant 37262349
Hepatocyte growth factor receptor Ki = 3.4 nM 8.47 Binding affinity to c-Met (unknown origin) assessed as inhibition constant 35763868
Hepatocyte growth factor receptor Ki = 3.4 nM 8.47 Inhibition of cMet by HTRF assay 18763753
Tyrosine-protein kinase Lck IC50 = 33.0 nM 7.48 Inhibition of LCK 18763753
Unchecked Ki = 51.0 nM 7.29 Inhibition of IGFR 18763753
Hepatocyte growth factor IC50 = 59.0 nM 7.23 Inhibition of human recombinant HGF-mediated cMet phosphorylation in mouse CT26 ... 18763753
CT26 IC50 = 59.0 nM 7.23 Antiproliferative activity against CT26 cells assessed as inhibition of cell gro... 37262349
Hepatocyte growth factor IC50 = 69.0 nM 7.16 Inhibition of human recombinant HGF-mediated cMet phosphorylation in human PC3 c... 18763753
Vascular endothelial growth factor receptor 2 Ki = 83.0 nM 7.08 Inhibition of phosphorylated KDR by HTRF assay 18763753
Tyrosine-protein kinase BTK IC50 = 126.0 nM 6.9 Inhibition of BTK 18763753
Angiopoietin-1 receptor IC50 = 221.0 nM 6.66 Inhibition of Tie2 kinase 18763753
Aurora kinase A IC50 = 426.0 nM 6.37 Inhibition of Aurora2 18763753
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of FGFRK 18763753
Mitogen-activated protein kinase 9 IC50 = 4700.0 nM 5.33 Inhibition of JNK2 18763753
Serine/threonine-protein kinase pim-1 IC50 = 7800.0 nM 5.11 Inhibition of PIM1 kinase 18763753
Ribosomal protein S6 kinase alpha-5 IC50 = 52000.0 nM 4.28 Inhibition of MSK1 18763753
Ribosomal protein S6 kinase beta-1 IC50 = 65000.0 nM 4.19 Inhibition of P70S6 18763753

Literature References

PubMed DOI Target Context # Activities
18763753 10.1021/jm8006189 Unchecked 26
18763753 10.1021/jm8006189 Rattus norvegicus 4
18763753 10.1021/jm8006189 Hepatocyte growth factor 2
37262349 10.1021/acs.jmedchem.3c00028 CT26 1
18763753 10.1021/jm8006189 Hepatocyte growth factor receptor 1
18763753 10.1021/jm8006189 Ribosomal protein S6 kinase alpha-5 1
18763753 10.1021/jm8006189 cAMP-dependent protein kinase catalytic subunit alpha 1
18763753 10.1021/jm8006189 Ribosomal protein S6 kinase beta-1 1
18763753 10.1021/jm8006189 Fibroblast growth factor receptor 2 1
18763753 10.1021/jm8006189 Vascular endothelial growth factor receptor 3 1
18763753 10.1021/jm8006189 Vascular endothelial growth factor receptor 1 1
18763753 10.1021/jm8006189 Epidermal growth factor receptor 1
18763753 10.1021/jm8006189 Tyrosine-protein kinase ZAP-70 1
18763753 10.1021/jm8006189 Tyrosine-protein kinase JAK3 1
18763753 10.1021/jm8006189 Angiopoietin-1 receptor 1
18763753 10.1021/jm8006189 Macrophage colony-stimulating factor 1 receptor 1
18763753 10.1021/jm8006189 Tyrosine-protein kinase BTK 1
18763753 10.1021/jm8006189 Tyrosine-protein kinase Lck 1
18763753 10.1021/jm8006189 Mus musculus 1
18763753 10.1021/jm8006189 Macrophage-stimulating protein receptor 1

Data from ChEMBL 36 via Core Engine