Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL196832

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc(C2C(C#N)=C(N)Oc3cc(N(C)C)ccc32)cc(Br)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL196832
Phase Preclinical
Structure Type MOL
InChI Key CPIYLCSBEICGHY-UHFFFAOYSA-N
10
Targets
20
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

430.3
MW (Da)
3.75
ALogP
6
HBA
1
HBD
80.7
PSA (Ų)
0.80
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H20BrN3O3
MW 430.30
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.89

Activity Summary

EC50 15 meas. best 8.05
IC50 5 meas. best 7.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 EC50 8.05 8.05 9.0 3
NCI-H460
CHEMBL396
 IC50 7.72 7.72 19.0 1
T47D
CHEMBL614361
 EC50 7.72 7.72 19.0 5
SNU-398
CHEMBL614454
 EC50 7.72 7.72 19.0 3
NCI-H1299
CHEMBL612255
 EC50 7.37 7.37 43.0 2
A549
CHEMBL392
 IC50 7.24 7.24 58.0 1
DLD-1
CHEMBL614285
 EC50 7.18 7.18 66.0 1
HT-29
CHEMBL384
 IC50 6.16 6.16 700.0 1
SMMC-7721
CHEMBL613831
 IC50 5.82 5.82 1530.0 1
Tubulin
CHEMBL2095182
 IC50 5.1 5.1 8000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 EC50 = 9.0 nM 8.05 Induction of apoptosis in human HCT116 cells assessed as caspase activation by H... 18077161
HCT-116 EC50 = 9.0 nM 8.05 Induction of apoptosis in human HCT 116 cells assessed as caspase 3 activation b... 18805007
HCT-116 EC50 = 9.0 nM 8.05 Induction of apoptosis in human HCT116 cells assessed as caspase activation afte... 18197614
T47D EC50 = 19.0 nM 7.72 Induction of apoptosis in human T47D cells assessed as caspase 3 activation by H... 18805007
NCI-H460 IC50 = 19.0 nM 7.72 Cytotoxicity against human H460 cells after 72 hrs by MTT assay 21514012
SNU-398 EC50 = 19.0 nM 7.72 Induction of apoptosis in human SNU398 cells assessed as caspase 3 activation by... 18805007
SNU-398 EC50 = 19.0 nM 7.72 Induction of apoptosis in human SNU398 cells assessed as caspase activation by H... 18077161
T47D EC50 = 19.0 nM 7.72 Induction of apoptosis in human T47D cells assessed as caspase activation by HTS... 18077161
SNU-398 EC50 = 19.0 nM 7.72 Induction of apoptosis in human SNU398 cells assessed as caspase activation afte... 18197614
T47D EC50 = 19.0 nM 7.72 Induction of apoptosis in human T47D cells assessed as caspase activation after ... 18197614
T47D EC50 = 19.0 nM 7.72 Induction of apoptosis in human T47D cells assessed as caspase activation after ... 15566300
T47D EC50 = 19.0 nM 7.72 Effective concentration against human breast cancer T47D cell line inducing apop... 16143530
NCI-H1299 EC50 = 43.0 nM 7.37 Effective concentration against human non-small cell lung cancer H1299 cells ind... 16143530
NCI-H1299 EC50 = 43.0 nM 7.37 Induction of apoptosis in human H1299 cells assessed as caspase activation after... 15566300
A549 IC50 = 58.0 nM 7.24 Cytotoxicity against human A549 cells after 72 hrs by MTT assay 21514012
DLD-1 EC50 = 66.0 nM 7.18 Induction of apoptosis in human DLD1 cells assessed as caspase activation after ... 15566300
HT-29 IC50 = 700.0 nM 6.16 Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay 21514012
SMMC-7721 IC50 = 1530.0 nM 5.82 Cytotoxicity against human SMMC7721 cells after 72 hrs by MTT assay 21514012
Tubulin IC50 = 8000.0 nM 5.1 Displacement of [3H]colchicine from tubulin 15566300

Literature References

PubMed DOI Target Context # Activities
18361483 10.1021/jm701499n Jurkat 5
16143530 10.1016/j.bmcl.2005.07.066 NCI-H1299 3
15566300 10.1021/jm049640t T47D 3
16143530 10.1016/j.bmcl.2005.07.066 T47D 3
15566300 10.1021/jm049640t DLD-1 3
15566300 10.1021/jm049640t NON-PROTEIN TARGET 2
21514012 10.1016/j.ejmech.2011.03.055 SMMC-7721 1
18361483 10.1021/jm701499n MCF7 1
18361483 10.1021/jm701499n HeLa 1
18077161 10.1016/j.bmcl.2007.11.078 SNU-398 1
18077161 10.1016/j.bmcl.2007.11.078 HCT-116 1
18077161 10.1016/j.bmcl.2007.11.078 T47D 1
18197614 10.1021/jm7010657 SNU-398 1
18197614 10.1021/jm7010657 HCT-116 1
18197614 10.1021/jm7010657 T47D 1
17870538 10.1016/j.bmc.2007.08.057 T47D 1
17658263 10.1016/j.bmc.2007.06.051 HL-60 1
17497765 10.1021/jm070216c NON-PROTEIN TARGET 1
17497765 10.1021/jm070216c T47D 1
15566300 10.1021/jm049640t Tubulin 1

Data from ChEMBL 36 via Core Engine