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Compound Detail

CHEMBL2420866

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COc1ccc2c(c1)CCCN2c1nc(C)nc2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2420866
Phase Preclinical
Structure Type MOL
InChI Key SDVCOWGIPMODEC-UHFFFAOYSA-N
11
Targets
13
Activities
2
Assay Types
1
PK Parameters
19
Publications
0
Known Names

Molecular Properties

305.4
MW (Da)
4.03
ALogP
4
HBA
0
HBD
38.2
PSA (Ų)
0.72
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H19N3O
MW 305.38
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.28

Activity Summary

IC50 12 meas. best 8.96
EC50 1 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MDA-MB-435
CHEMBL614697
 IC50 8.96 8.96 1.1 1
HeLa
CHEMBL399
 IC50 8.92 8.92 1.2 2
SK-OV-3
CHEMBL614925
 IC50 8.82 8.74 1.5 2
A-431
CHEMBL614069
 IC50 8.6 8.6 2.5 1
Unchecked
CHEMBL612545
 EC50 8.52 8.52 3.0 1
U-251
CHEMBL615022
 IC50 8.51 8.51 3.1 1
Epidermal growth factor receptor
CHEMBL203
 IC50 8.3 8.3 5.0 1
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 8.11 8.11 7.8 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 8.03 8.03 9.3 1
Tubulin
CHEMBL2095182
 IC50 6.0 6.0 1000.0 1
Chorioallantoic membrane
CHEMBL2367390
 IC50 5.01 5.01 9800.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.4198 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MDA-MB-435 IC50 = 1.1 nM 8.96 Antiproliferative activity against human MDA-MB-435 cells assessed as reduction ... 33647840
HeLa IC50 = 1.2 nM 8.92 Cytotoxicity against human HeLa cells assessed as reduction in cell viability by... 33647840
HeLa IC50 = 1.2 nM 8.92 Cytotoxicity against human HeLa cells over expressing WT-beta3 assessed as reduc... 33647840
SK-OV-3 IC50 = 1.5 nM 8.82 Cytotoxicity against human SK-OV-3 cells assessed as reduction in cell viability... 33647840
SK-OV-3 IC50 = 2.2 nM 8.66 Cytotoxicity against human SK-OV-3 cells over expressing MDR1-6/6 assessed as re... 33647840
A-431 IC50 = 2.5 nM 8.6 Cytotoxicity against human A-431 cells assessed as reduction in cell viability b... 33647840
Unchecked EC50 = 3.0 nM 8.52 Induction of microtubule depolymerization in rat A10 cells incubated for over ni... 33647840
U-251 IC50 = 3.1 nM 8.51 Cytotoxicity against human U-251 cells assessed as reduction in cell viability b... 33647840
Epidermal growth factor receptor IC50 = 5.0 nM 8.3 Inhibition of EGFR in human A431 cells preincubated for 60 mins followed by EGF ... 33647840
Platelet-derived growth factor receptor beta IC50 = 7.8 nM 8.11 Inhibition of PDGFRbeta in human SH-SY5Y cells preincubated for 60 mins followed... 33647840
Vascular endothelial growth factor receptor 2 IC50 = 9.3 nM 8.03 Inhibition of VEGFR2 in human U251 cells preincubated for 60 mins followed by VE... 33647840
Tubulin IC50 = 1000.0 nM 6.0 Inhibition of tubulin assembly (unknown origin) preincubated for 15 mins followe... 23867604
Chorioallantoic membrane IC50 = 9800.0 nM 5.01 Antiangiogenic activity in Leghorn chicken fertilized egg chorioallantoic membra... 33647840

Literature References

PubMed DOI Target Context # Activities
33647840 10.1016/j.bmc.2021.116061 Unchecked 4
23867604 10.1016/j.ejmech.2013.06.041 Tubulin 3
23867604 10.1016/j.ejmech.2013.06.041 No relevant target 2
33647840 10.1016/j.bmc.2021.116061 SK-OV-3 2
33647840 10.1016/j.bmc.2021.116061 HeLa 2
33647840 10.1016/j.bmc.2021.116061 Chorioallantoic membrane 2
23867604 10.1016/j.ejmech.2013.06.041 A549 1
24502232 10.1021/jm4016526 MCF7 1
24502232 10.1021/jm4016526 Mus musculus 1
23867604 10.1016/j.ejmech.2013.06.041 KB 1
33647840 10.1016/j.bmc.2021.116061 Epidermal growth factor receptor 1
33647840 10.1016/j.bmc.2021.116061 Vascular endothelial growth factor receptor 2 1
33647840 10.1016/j.bmc.2021.116061 Platelet-derived growth factor receptor beta 1
33647840 10.1016/j.bmc.2021.116061 MDA-MB-435 1
23867604 10.1016/j.ejmech.2013.06.041 NON-PROTEIN TARGET 1
23867604 10.1016/j.ejmech.2013.06.041 DU-145 1
23867604 10.1016/j.ejmech.2013.06.041 Liver microsomes 1
33647840 10.1016/j.bmc.2021.116061 A-431 1
33647840 10.1016/j.bmc.2021.116061 U-251 1

Data from ChEMBL 36 via Core Engine