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Compound Detail

CHEMBL373137

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COc1cc(C2C(C#N)=C(N)Oc3cc(N(C)C)ccc32)cc2c1OCO2
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL373137
Phase Preclinical
Structure Type MOL
InChI Key LDQYATFLTIHISD-UHFFFAOYSA-N
6
Targets
14
Activities
2
Assay Types
0
PK Parameters
12
Publications
0
Known Names

Molecular Properties

365.4
MW (Da)
2.71
ALogP
7
HBA
1
HBD
90.0
PSA (Ų)
0.89
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 C20H19N3O4
MW 365.39
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.66

Activity Summary

EC50 12 meas. best 7.14
IC50 2 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
T47D
CHEMBL614361
 EC50 7.14 6.8067 73.0 3
DLD-1
CHEMBL614285
 EC50 7.08 7.08 83.0 1
NCI-H1299
CHEMBL612255
 EC50 7.03 7.03 93.0 2
Unchecked
CHEMBL612545
 EC50 7.02 6.9767 96.0 3
Tubulin
CHEMBL2095182
 IC50 6.4 6.4 400.0 1
HEK293
CHEMBL614818
 EC50 5.66 5.66 2177.0 1
Unchecked
CHEMBL612545
 IC50 5.45 5.45 3560.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
T47D EC50 = 73.0 nM 7.14 Induction of apoptosis in human T47D cells assessed as caspase activation after ... 15566300
T47D EC50 = 73.0 nM 7.14 Induction of apoptosis in human T47D cells assessed as caspase 3 activation by H... 18805007
DLD-1 EC50 = 83.0 nM 7.08 Induction of apoptosis in human DLD1 cells assessed as caspase activation after ... 15566300
NCI-H1299 EC50 = 93.0 nM 7.03 Effective concentration against human non-small cell lung cancer H1299 cells ind... 16143530
NCI-H1299 EC50 = 93.0 nM 7.03 Induction of apoptosis in human H1299 cells assessed as caspase activation after... 15566300
Unchecked EC50 = 96.0 nM 7.02 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Unchecked EC50 = 106.0 nM 6.97 PUBCHEM_BIOASSAY: Luminescence Cell-Based HTS Dose Confirmation to Identify Inhi... -
Unchecked EC50 = 116.0 nM 6.94 PUBCHEM_BIOASSAY: Luminescence Cell-Based Dose Response to Identify Inhibitors o... -
Tubulin IC50 = 400.0 nM 6.4 Inhibition of tubulin polymerization 15566300
T47D EC50 = 730.0 nM 6.14 Effective concentration against human breast cancer T47D cell line inducing apop... 16143530
HEK293 EC50 = 2177.0 nM 5.66 PUBCHEM_BIOASSAY: PMA/Ionomycin induced NF-kB luciferase assay in 293- NF-kB-Luc... -
Unchecked IC50 = 3560.0 nM 5.45 PUBCHEM_BIOASSAY: Dose response counterscreen of uHTS chemical inhibitors of T-c... -

Literature References

PubMed DOI Target Context # Activities
15566300 10.1021/jm049640t T47D 9
15566300 10.1021/jm049640t Jurkat 2
16143530 10.1016/j.bmcl.2005.07.066 T47D 1
16143530 10.1016/j.bmcl.2005.07.066 NCI-H1299 1
15566300 10.1021/jm049640t NCI-H1299 1
15566300 10.1021/jm049640t DLD-1 1
15566300 10.1021/jm049640t Tubulin 1
17658263 10.1016/j.bmc.2007.06.051 HL-60 1
17870538 10.1016/j.bmc.2007.08.057 T47D 1
18805007 10.1016/j.bmcl.2008.09.011 T47D 1
18805007 10.1016/j.bmcl.2008.09.011 HCT-116 1
18805007 10.1016/j.bmcl.2008.09.011 SNU-398 1

Data from ChEMBL 36 via Core Engine