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

CHEMBL482686

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
Brc1cccc(OCCCCn2ccnc2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL482686
Phase Preclinical
Structure Type MOL
InChI Key QWYZAVYFCGPMDM-UHFFFAOYSA-N
12
Targets
14
Activities
2
Assay Types
0
PK Parameters
15
Publications
0
Known Names

Molecular Properties

295.2
MW (Da)
3.50
ALogP
3
HBA
0
HBD
27.1
PSA (Ų)
0.76
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H15BrN2O
MW 295.18
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -1.77

Activity Summary

IC50 13 meas. best 5.68
Ki 1 meas. best 4.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Heme oxygenase 1
CHEMBL5035
 IC50 5.68 5.68 2100.0 3
Heme oxygenase 2
CHEMBL2546
 IC50 5.66 5.66 2200.0 1
Heme oxygenase 2
CHEMBL3348
 IC50 5.66 5.66 2200.0 1
MCF7
CHEMBL387
 IC50 4.56 4.56 27570.0 1
MDA-MB-231
CHEMBL400
 IC50 4.56 4.56 27460.0 1
LNCaP
CHEMBL612518
 IC50 4.56 4.56 27610.0 1
DU-145
CHEMBL613508
 IC50 4.33 4.33 46560.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.26 4.26 54870.0 1
Nitric oxide synthase 1
CHEMBL3568
 Ki 4.22 4.22 60000.0 1
K562
CHEMBL385
 IC50 4.17 4.17 68300.0 1
K-562R
CHEMBL4296447
 IC50 4.09 4.09 81700.0 1
MDCK
CHEMBL614068
 IC50 4.08 4.08 82410.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Heme oxygenase 1 IC50 = 2100.0 nM 5.68 Inhibition of Sprague-Dawley rat spleen microsomal HO-1 assessed as bilirubin fo... 23867390
Heme oxygenase 1 IC50 = 2100.0 nM 5.68 Inhibition of heme oxygenase 1 in Sprague-Dawley rat spleen microsomal fraction ... 30261468
Heme oxygenase 1 IC50 = 2100.0 nM 5.68 Inhibition of HO-1 in Sprague-Dawley rat spleen microsomes using NADPH as substr... 30784878
Heme oxygenase 2 IC50 = 2200.0 nM 5.66 Inhibition of Sprague-Dawley rat brain HO-2 assessed as bilirubin formation afte... 23867390
Heme oxygenase 2 IC50 = 2200.0 nM 5.66 Inhibition of HO-2 (unknown origin) 30784878
MDA-MB-231 IC50 = 27460.0 nM 4.56 Cytotoxicity against human MDA-MB-231 cells incubated for 72 hrs by sulforhodami... 25874340
MCF7 IC50 = 27570.0 nM 4.56 Cytotoxicity against human MCF7 cells incubated for 72 hrs by sulforhodamine B a... 25874340
LNCaP IC50 = 27610.0 nM 4.56 Cytotoxicity against human LNCAP cells incubated for 72 hrs by sulforhodamine B ... 25874340
DU-145 IC50 = 46560.0 nM 4.33 Cytotoxicity against human DU145 cells incubated for 72 hrs by sulforhodamine B ... 25874340
NON-PROTEIN TARGET IC50 = 54870.0 nM 4.26 Cytotoxicity against human PC3 cells incubated for 72 hrs by sulforhodamine B as... 25874340
Nitric oxide synthase 1 Ki = 60000.0 nM 4.22 Inhibition of nNOS assessed as conversion of L-[3H]arginine to L-[3H]citrulline 18477512
K562 IC50 = 68300.0 nM 4.17 Cytotoxicity against imatinib-sensitive human K562 cells assessed as decrease in... 30261468
K-562R IC50 = 81700.0 nM 4.09 Cytotoxicity against human K562R cells assessed as decrease in cell viability af... 30261468
MDCK IC50 = 82410.0 nM 4.08 Cytotoxicity against MDCK cells incubated for 72 hrs by sulforhodamine B assay 25874340

Literature References

PubMed DOI Target Context # Activities
23867390 10.1016/j.bmc.2013.06.040 LAMA-84 9
25874340 10.1016/j.ejmech.2015.04.003 MDCK 4
23867390 10.1016/j.bmc.2013.06.040 Heme oxygenase 2 2
25874340 10.1016/j.ejmech.2015.04.003 DU-145 2
25874340 10.1016/j.ejmech.2015.04.003 LNCaP 2
30261468 10.1016/j.ejmech.2018.09.048 K-562R 2
30261468 10.1016/j.ejmech.2018.09.048 Heme oxygenase 1 2
18477512 10.1016/j.bmc.2008.04.036 Nitric oxide synthase 1 1
23867390 10.1016/j.bmc.2013.06.040 Heme oxygenase 1 1
25874340 10.1016/j.ejmech.2015.04.003 MDA-MB-231 1
25874340 10.1016/j.ejmech.2015.04.003 MCF7 1
25874340 10.1016/j.ejmech.2015.04.003 NON-PROTEIN TARGET 1
30261468 10.1016/j.ejmech.2018.09.048 K562 1
30784878 10.1016/j.ejmech.2019.02.027 Heme oxygenase 1 1
30784878 10.1016/j.ejmech.2019.02.027 Heme oxygenase 2 1

Data from ChEMBL 36 via Core Engine