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Compound Detail

CHEMBL3403517

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COc1ccc2c(c1)CCCN2c1nc(C)nc2oc(C)cc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3403517
Phase Preclinical
Structure Type MOL
InChI Key OYHXDIYGCSLVFT-UHFFFAOYSA-N
10
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

309.4
MW (Da)
3.93
ALogP
5
HBA
0
HBD
51.4
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 C18H19N3O2
MW 309.37
Aromatic Rings 3
Heavy Atoms 23
NP-Likeness -1.00

Activity Summary

IC50 14 meas. best 8.47
EC50 1 meas. best 7.68

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Epidermal growth factor receptor
CHEMBL203
 IC50 8.47 8.47 3.4 2
HeLa
CHEMBL399
 IC50 8.04 7.955 9.1 2
MDA-MB-435
CHEMBL614697
 IC50 8.01 8.01 9.8 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.89 7.8 12.9 2
A-431
CHEMBL614069
 IC50 7.75 7.75 18.0 1
Unchecked
CHEMBL612545
 EC50 7.68 7.68 21.0 1
Vascular endothelial growth factor receptor 2
CHEMBL279
 IC50 7.48 7.48 33.2 2
Platelet-derived growth factor receptor beta
CHEMBL1913
 IC50 7.24 7.24 58.2 1
Platelet-derived growth factor receptor alpha
CHEMBL2007
 IC50 7.24 7.24 58.2 1
Tubulin
CHEMBL2094134
 IC50 5.96 5.96 1100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Epidermal growth factor receptor IC50 = 3.4 nM 8.47 Inhibition of EGFR in human A431 cells compound pretreated for 60 min before EGF... 25882519
Epidermal growth factor receptor IC50 = 3.4 nM 8.47 RTK inhibitory activity: RTK inhibitory activity of the compounds 2-12 were eval... -
HeLa IC50 = 9.1 nM 8.04 Antiproliferative activity against human HeLa cells overexpressing wild type bet... 25882519
MDA-MB-435 IC50 = 9.8 nM 8.01 Antiproliferative activity against human MDA-MB-435 cells after 48 hrs by sulfor... 25882519
NON-PROTEIN TARGET IC50 = 12.9 nM 7.89 Antiproliferative activity against human SKOV3 cells overexpressing wild type be... 25882519
HeLa IC50 = 13.5 nM 7.87 Antiproliferative activity against human HeLa cells after 48 hrs by sulforhodami... 25882519
A-431 IC50 = 18.0 nM 7.75 Antiproliferative activity against human A431 cells after 48 hrs by sulforhodami... 25882519
NON-PROTEIN TARGET IC50 = 19.4 nM 7.71 Antiproliferative activity against human SKOV3-MDR1-M6/6 cells overexpressing wi... 25882519
Unchecked EC50 = 21.0 nM 7.68 Induction of microtubule depolymerization in rat A10 cells after 18 hrs by indir... 25882519
Vascular endothelial growth factor receptor 2 IC50 = 33.2 nM 7.48 Inhibition of VEGFR2 in human U251 cells compound pretreated for 60 min before V... 25882519
Vascular endothelial growth factor receptor 2 IC50 = 33.2 nM 7.48 RTK inhibitory activity: RTK inhibitory activity of the compounds 2-12 were eval... -
Platelet-derived growth factor receptor beta IC50 = 58.2 nM 7.24 Inhibition of PDGFR-beta in human U251 cells compound pretreated for 60 min befo... 25882519
Platelet-derived growth factor receptor alpha IC50 = 58.2 nM 7.24 RTK inhibitory activity: RTK inhibitory activity of the compounds 2-12 were eval... -
Tubulin IC50 = 1100.0 nM 5.96 Inhibition of bovine brain tubulin assembly 25882519

Literature References

PubMed DOI Target Context # Activities
25882519 10.1016/j.bmc.2015.03.061 NON-PROTEIN TARGET 24
25882519 10.1016/j.bmc.2015.03.061 Tubulin 3
25882519 10.1016/j.bmc.2015.03.061 HeLa 3
25882519 10.1016/j.bmc.2015.03.061 Unchecked 2
25882519 10.1016/j.bmc.2015.03.061 MDA-MB-435 2
25882519 10.1016/j.bmc.2015.03.061 SK-OV-3 2
25882519 10.1016/j.bmc.2015.03.061 HOP-62 1
25882519 10.1016/j.bmc.2015.03.061 U-251 1
25882519 10.1016/j.bmc.2015.03.061 SNB-75 1
25882519 10.1016/j.bmc.2015.03.061 SNB-19 1
25882519 10.1016/j.bmc.2015.03.061 SF-268 1
25882519 10.1016/j.bmc.2015.03.061 NCI-H522 1
25882519 10.1016/j.bmc.2015.03.061 NCI-H460 1
25882519 10.1016/j.bmc.2015.03.061 NCI-H322M 1
25882519 10.1016/j.bmc.2015.03.061 NCI-H23 1
25882519 10.1016/j.bmc.2015.03.061 NCI-H226 1
25882519 10.1016/j.bmc.2015.03.061 Epidermal growth factor receptor 1
25882519 10.1016/j.bmc.2015.03.061 A549 1
25882519 10.1016/j.bmc.2015.03.061 A-431 1
25882519 10.1016/j.bmc.2015.03.061 Platelet-derived growth factor receptor beta 1

Data from ChEMBL 36 via Core Engine