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Compound Detail

CHEMBL5411585

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COc1cc2c(Oc3ccc(NC(=O)Nc4ccc(C(F)(F)F)cc4)c(Cl)c3)ncnc2cc1OCCCN1CCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5411585
Phase Preclinical
Structure Type MOL
InChI Key HPTVZCOLBBFDMI-UHFFFAOYSA-N
11
Targets
12
Activities
1
Assay Types
23
PK Parameters
20
Publications
0
Known Names

Molecular Properties

616.0
MW (Da)
7.61
ALogP
7
HBA
2
HBD
97.8
PSA (Ų)
0.18
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C30H29ClF3N5O4
MW 616.04
Aromatic Rings 4
Heavy Atoms 43
NP-Likeness -1.64

Activity Summary

IC50 12 meas. best 9.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 9.96 9.96 0.1 1
BaF3
CHEMBL614524
 IC50 9.27 9.27 0.5 1
HUVEC
CHEMBL613979
 IC50 9.14 8.91 0.7 2
Vascular endothelial growth factor receptor 1
CHEMBL1868
 IC50 8.85 8.85 1.4 1
Vascular endothelial growth factor receptor 3
CHEMBL1955
 IC50 8.38 8.38 4.2 1
HCT-116
CHEMBL394
 IC50 5.77 5.77 1710.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.58 5.58 2650.0 1
MDA-MB-231
CHEMBL400
 IC50 5.45 5.45 3550.0 1
OVCAR-3
CHEMBL614213
 IC50 5.36 5.36 4400.0 1
SK-OV-3
CHEMBL614925
 IC50 5.35 5.35 4450.0 1
HT-29
CHEMBL384
 IC50 5.21 5.21 6210.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 1288.0 ng.hr.mL-1 Mus musculus
AUC 1940.0 ng.hr.mL-1 Rattus norvegicus
AUC 1480.0 ng.hr.mL-1 Canis lupus familiaris
Cmax 155.83 nM Mus musculus
Cmax 342.51 nM Rattus norvegicus
Cmax 240.24 nM Canis lupus familiaris
F 14.7 % Mus musculus
F 18.6 % Rattus norvegicus
F 19.7 % Canis lupus familiaris
MRT 9.4 hr Mus musculus
MRT 6.18 hr Rattus norvegicus
MRT 8.16 hr Canis lupus familiaris
T1/2 0.4533 hr Mus musculus
T1/2 0.2 hr Rattus norvegicus
T1/2 0.1817 hr Canis lupus familiaris
T1/2 0.36 hr Macaca mulatta
T1/2 0.72 hr Homo sapiens
T1/2 6.26 hr Mus musculus
T1/2 4.88 hr Rattus norvegicus
T1/2 5.89 hr Canis lupus familiaris
Tmax 2.0 hr Mus musculus
Tmax 4.0 hr Rattus norvegicus
Tmax 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vascular endothelial growth factor receptor 2 IC50 = 0.11 nM 9.96 Inhibition of VEGFR2 (unknown origin) 37429211
BaF3 IC50 = 0.54 nM 9.27 Antiproliferative activity against VEGFR2-transformed mouse BaF3 cells assessed ... 37429211
HUVEC IC50 = 0.73 nM 9.14 Antiproliferative activity against VEGF-stimulated HUVEC assessed as inhibition ... 37429211
Vascular endothelial growth factor receptor 1 IC50 = 1.41 nM 8.85 Inhibition of VEGFR1 (unknown origin) 37429211
HUVEC IC50 = 2.1 nM 8.68 Antiangiogenic activity in HUVEC assessed as inhibition of VEGF-driven tube form... 37429211
Vascular endothelial growth factor receptor 3 IC50 = 4.18 nM 8.38 Inhibition of VEGFR3 (unknown origin) 37429211
HCT-116 IC50 = 1710.0 nM 5.77 Antitumor activity against human HCT-116 cells assessed as inhibition of cell pr... 37429211
MDA-MB-468 IC50 = 2650.0 nM 5.58 Antitumor activity against human MDA-MB-468 cells assessed as inhibition of cell... 37429211
MDA-MB-231 IC50 = 3550.0 nM 5.45 Antitumor activity against human MDA-MB-231 cells assessed as inhibition of cell... 37429211
OVCAR-3 IC50 = 4400.0 nM 5.36 Antitumor activity against human OVCAR-3 cells assessed as inhibition of cell pr... 37429211
SK-OV-3 IC50 = 4450.0 nM 5.35 Antitumor activity against human SK-OV-3 cells assessed as inhibition of cell pr... 37429211
HT-29 IC50 = 6210.0 nM 5.21 Antitumor activity against human HT-29 cells assessed as inhibition of cell prol... 37429211

Literature References

PubMed DOI Target Context # Activities
37429211 10.1016/j.bmc.2023.117404 ADMET 29
37429211 10.1016/j.bmc.2023.117404 Proto-oncogene tyrosine-protein kinase receptor Ret 9
37429211 10.1016/j.bmc.2023.117404 HCT-116 5
37429211 10.1016/j.bmc.2023.117404 HT-29 5
37429211 10.1016/j.bmc.2023.117404 Vascular endothelial growth factor receptor 2 4
37429211 10.1016/j.bmc.2023.117404 HUVEC 3
37429211 10.1016/j.bmc.2023.117404 Mast/stem cell growth factor receptor Kit 2
37429211 10.1016/j.bmc.2023.117404 Unchecked 2
37429211 10.1016/j.bmc.2023.117404 Mus musculus 2
37429211 10.1016/j.bmc.2023.117404 High affinity nerve growth factor receptor 2
37429211 10.1016/j.bmc.2023.117404 Tyrosine-protein kinase Lyn 2
37429211 10.1016/j.bmc.2023.117404 CT26 2
37429211 10.1016/j.bmc.2023.117404 Vascular endothelial growth factor receptor 3 2
37429211 10.1016/j.bmc.2023.117404 Vascular endothelial growth factor receptor 1 2
37429211 10.1016/j.bmc.2023.117404 Platelet-derived growth factor receptor alpha 1
37429211 10.1016/j.bmc.2023.117404 Platelet-derived growth factor receptor beta 1
37429211 10.1016/j.bmc.2023.117404 Ephrin type-A receptor 6 1
37429211 10.1016/j.bmc.2023.117404 Discoidin domain-containing receptor 2 1
37429211 10.1016/j.bmc.2023.117404 Aurora kinase B 1
37429211 10.1016/j.bmc.2023.117404 Ephrin type-B receptor 2 1

Data from ChEMBL 36 via Core Engine