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Compound Detail

CHEMBL566515

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COc1ccccc1-n1c(-c2cc(O)ccc2C)cn2c3c(=O)[nH]c(=O)n(C)c3nc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL566515
Phase Preclinical
Structure Type MOL
InChI Key JTWMOWRMSZZHDR-UHFFFAOYSA-N
16
Targets
24
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

417.4
MW (Da)
2.35
ALogP
8
HBA
2
HBD
106.5
PSA (Ų)
0.47
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H19N5O4
MW 417.43
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness -1.02

Activity Summary

IC50 24 meas. best 9.04

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein kinase ABL1
CHEMBL1862
 IC50 9.04 9.04 0.9 1
Ephrin type-B receptor 1
CHEMBL5072
 IC50 8.96 8.96 1.1 1
Proto-oncogene tyrosine-protein kinase Src
CHEMBL267
 IC50 8.94 8.94 1.1 1
Ephrin type-B receptor 2
CHEMBL3290
 IC50 8.92 8.92 1.2 1
Tyrosine-protein kinase Lck
CHEMBL258
 IC50 8.89 8.89 1.3 1
Ephrin type-B receptor 4
CHEMBL5147
 IC50 8.8 8.218 1.6 5
Ephrin type-A receptor 2
CHEMBL2068
 IC50 8.64 8.64 2.3 1
Ephrin type-A receptor 1
CHEMBL5810
 IC50 8.54 8.54 2.9 1
Ephrin type-A receptor 5
CHEMBL3987
 IC50 8.52 8.52 3.0 1
Ephrin type-A receptor 4
CHEMBL3988
 IC50 8.48 8.48 3.3 1
Ephrin type-A receptor 8
CHEMBL4134
 IC50 8.35 8.35 4.5 1
Ephrin type-B receptor 3
CHEMBL4901
 IC50 7.82 7.82 15.0 1
Ephrin type-A receptor 3
CHEMBL4954
 IC50 7.4 7.4 40.0 1
Ephrin type-A receptor 7
CHEMBL4602
 IC50 5.95 5.95 1118.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.75 5.136 1760.0 5
DU-145
CHEMBL613508
 IC50 5.57 5.57 2700.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein kinase ABL1 IC50 = 0.92 nM 9.04 Inhibition of Abl (unknown origin) using [gamma-33P]ATP after 30 mins by radiome... 23253074
Ephrin type-B receptor 1 IC50 = 1.1 nM 8.96 Inhibition of EphB1 by [gamma33-P]ATP based assay 19788238
Proto-oncogene tyrosine-protein kinase Src IC50 = 1.14 nM 8.94 Inhibition of Src (unknown origin) using [gamma-33P]ATP after 30 mins by radiome... 23253074
Ephrin type-B receptor 2 IC50 = 1.2 nM 8.92 Inhibition of EphB2 by [gamma33-P]ATP based assay 19788238
Tyrosine-protein kinase Lck IC50 = 1.3 nM 8.89 Inhibition of Lck (unknown origin) using [gamma-33P]ATP after 30 mins by radiome... 23253074
Ephrin type-B receptor 4 IC50 = 1.6 nM 8.8 Inhibition of EphB4 by [gamma33-P]ATP based assay 19788238
Ephrin type-B receptor 4 IC50 = 1.6 nM 8.8 Inhibition of EphB4 (unknown origin) using [gamma-33P]ATP by radiometric assay 23253074
Ephrin type-A receptor 2 IC50 = 2.3 nM 8.64 Inhibition of EphA2 by [gamma33-P]ATP based assay 19788238
Ephrin type-A receptor 1 IC50 = 2.9 nM 8.54 Inhibition of EphA1 by [gamma33-P]ATP based assay 19788238
Ephrin type-A receptor 5 IC50 = 3.0 nM 8.52 Inhibition of EphA5 by [gamma33-P]ATP based assay 19788238
Ephrin type-A receptor 4 IC50 = 3.3 nM 8.48 Inhibition of EphA4 by [gamma33-P]ATP based assay 19788238
Ephrin type-A receptor 8 IC50 = 4.5 nM 8.35 Inhibition of EphA8 by [gamma33-P]ATP based assay 19788238
Ephrin type-B receptor 4 IC50 = 5.0 nM 8.3 Inhibition of EphB4 assessed as blockade of synthetic substrate phosphorylation ... 19788238
Ephrin type-B receptor 4 IC50 = 5.0 nM 8.3 Inhibition of EphB4 (unknown origin) using Z'-LYTE TYR-1 peptide as substrate af... 23253074
Ephrin type-B receptor 3 IC50 = 15.0 nM 7.82 Inhibition of EphB3 by [gamma33-P]ATP based assay 19788238
Ephrin type-A receptor 3 IC50 = 40.0 nM 7.4 Inhibition of EphA3 by [gamma33-P]ATP based assay 19788238
Ephrin type-B receptor 4 IC50 = 130.0 nM 6.89 Inhibition of human myc-tagged full length EphB4 expressed in MEF cells assessed... 23253074
Ephrin type-A receptor 7 IC50 = 1118.0 nM 5.95 Inhibition of EphA7 by [gamma33-P]ATP based assay 19788238
NON-PROTEIN TARGET IC50 = 1760.0 nM 5.75 Cytotoxicity against human RXF 393NL cells after 4 days by propidium iodide stai... 23253074
NON-PROTEIN TARGET IC50 = 2010.0 nM 5.7 Cytotoxicity against human PAXF 1657L cells after 4 days by propidium iodide sta... 23253074

Literature References

PubMed DOI Target Context # Activities
19788238 10.1021/jm9009444 Unchecked 6
26907157 10.1016/j.ejmech.2016.01.057 ADMET 5
23253074 10.1021/jm301187e NON-PROTEIN TARGET 5
23253074 10.1021/jm301187e Caco-2 5
23253074 10.1021/jm301187e Ephrin type-B receptor 4 4
19788238 10.1021/jm9009444 Ephrin type-B receptor 4 3
19788238 10.1021/jm9009444 Ribosomal protein S6 kinase alpha-3 2
19788238 10.1021/jm9009444 Ephrin type-A receptor 2 2
19788238 10.1021/jm9009444 Ephrin type-B receptor 3 2
19788238 10.1021/jm9009444 Dual specificity mitogen-activated protein kinase kinase 1 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 13 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 12 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 9 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 8 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 1 1
19788238 10.1021/jm9009444 Mitogen-activated protein kinase 3 1
19788238 10.1021/jm9009444 Ephrin type-B receptor 1 1
19788238 10.1021/jm9009444 Ephrin type-A receptor 8 1
19788238 10.1021/jm9009444 Ephrin type-A receptor 5 1
19788238 10.1021/jm9009444 Ephrin type-A receptor 4 1

Data from ChEMBL 36 via Core Engine