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

CHEMBL1092509

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
O=C1Nc2c(Br)cccc2/C1=C1/Nc2ccccc2/C1=N\O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1092509
Phase Preclinical
Structure Type MOL
InChI Key VJTWDKLJCDHHRX-FQJRYBMTSA-N
14
Targets
21
Activities
2
Assay Types
0
PK Parameters
16
Publications
0
Known Names

Molecular Properties

356.2
MW (Da)
3.42
ALogP
4
HBA
3
HBD
73.7
PSA (Ų)
0.38
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H10BrN3O2
MW 356.18
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness 0.15

Activity Summary

IC50 20 meas. best 7.0
EC50 1 meas. best 5.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Aurora kinase C
CHEMBL3935
 IC50 7.0 7.0 100.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL215
 IC50 5.77 5.4833 1700.0 3
Aurora kinase A
CHEMBL4722
 IC50 5.7 5.7 2000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.41 5.214 3900.0 5
Unchecked
CHEMBL612545
 IC50 5.39 5.025 4100.0 2
Aurora kinase B
CHEMBL2185
 IC50 5.34 5.34 4600.0 1
HepG2
CHEMBL395
 IC50 5.32 5.32 4800.0 1
MCF7
CHEMBL387
 IC50 5.31 5.31 4900.0 1
LoVo
CHEMBL614721
 IC50 5.25 5.25 5600.0 1
SH-SY5Y
CHEMBL614910
 EC50 5.1 5.1 8000.0 1
SK-MEL-28
CHEMBL614919
 IC50 5.01 5.01 9800.0 1
A549
CHEMBL392
 IC50 4.86 4.86 13900.0 1
Glycogen synthase kinase-3
CHEMBL2366565
 IC50 4.5 4.5 32000.0 1
Cyclin-dependent kinase 5/CDK5 activator 1
CHEMBL1907600
 IC50 4.48 4.48 33000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Aurora kinase C IC50 = 100.0 nM 7.0 Inhibition of Aurora C (unknown origin) 34161865
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 1700.0 nM 5.77 Inhibition of 5-LO in human neutrophils assessed as product formation by cell-in... 24697244
Aurora kinase A IC50 = 2000.0 nM 5.7 Inhibition of Aurora A (unknown origin) 34161865
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 3600.0 nM 5.44 Inhibition of 5-LO in human neutrophils assessed as product formation by cell-in... 24697244
NON-PROTEIN TARGET IC50 = 3900.0 nM 5.41 Antiproliferative activity against apoptosis resistant human OE21 cells after 72... 26883150
Unchecked IC50 = 4100.0 nM 5.39 Antiproliferative activity against human TT cells assessed as cell growth inhibi... 34161865
Aurora kinase B IC50 = 4600.0 nM 5.34 Inhibition of Aurora B (unknown origin) 34161865
HepG2 IC50 = 4800.0 nM 5.32 Cytotoxicity against human HepG2 cells assessed as cell growth inhibition after ... 28743492
MCF7 IC50 = 4900.0 nM 5.31 Antiproliferative activity against apoptosis sensitive human MCF7 cells after 72... 26883150
NON-PROTEIN TARGET IC50 = 5300.0 nM 5.28 Antiproliferative activity against apoptosis sensitive mouse B16F10 cells after ... 26883150
LoVo IC50 = 5600.0 nM 5.25 Antiproliferative activity against human LoVo cells after 72 hrs by MTT assay 26883150
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 5800.0 nM 5.24 Inhibition of human recombinant 5-LO assessed as product formation by cell-free ... 24697244
NON-PROTEIN TARGET IC50 = 6600.0 nM 5.18 Antiproliferative activity against apoptosis resistant human U373 cells after 72... 26883150
NON-PROTEIN TARGET IC50 = 7800.0 nM 5.11 Antiproliferative activity against apoptosis sensitive human PC3 cells after 72 ... 26883150
SH-SY5Y EC50 = 8000.0 nM 5.1 Anticancer activity against human SH-SY5Y cells assessed as reduction in cell vi... 24697244
NON-PROTEIN TARGET IC50 = 8100.0 nM 5.09 Antiproliferative activity against apoptosis sensitive human Hs683 cells after 7... 26883150
SK-MEL-28 IC50 = 9800.0 nM 5.01 Antiproliferative activity against apoptosis resistant human SK-MEL-28 cells aft... 26883150
A549 IC50 = 13900.0 nM 4.86 Antiproliferative activity against apoptosis resistant human A549 cells after 72... 26883150
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of starfish oocyte CDK1/Cyclin B using histone H1 as substrate incuba... 34161865
Glycogen synthase kinase-3 IC50 = 32000.0 nM 4.5 Inhibition of porcine brain GSK-3alpha/beta incubated for 30 mins in presence of... 34161865

Literature References

PubMed DOI Target Context # Activities
24697244 10.1021/jm401740w Polyunsaturated fatty acid 5-lipoxygenase 5
26883150 10.1016/j.bmcl.2016.02.015 NON-PROTEIN TARGET 5
27726390 10.1021/acs.jnatprod.6b00285 KCL-22 2
34161865 10.1016/j.ejmech.2021.113652 Unchecked 2
36846374 10.1039/d2md00370h Klebsiella pneumoniae 2
24697244 10.1021/jm401740w SH-SY5Y 1
26883150 10.1016/j.bmcl.2016.02.015 A549 1
26883150 10.1016/j.bmcl.2016.02.015 SK-MEL-28 1
26883150 10.1016/j.bmcl.2016.02.015 MCF7 1
26883150 10.1016/j.bmcl.2016.02.015 LoVo 1
28743492 10.1016/j.bmc.2017.07.009 HepG2 1
34161865 10.1016/j.ejmech.2021.113652 Cyclin-dependent kinase 5/CDK5 activator 1 1
34161865 10.1016/j.ejmech.2021.113652 Glycogen synthase kinase-3 1
34161865 10.1016/j.ejmech.2021.113652 Aurora kinase A 1
34161865 10.1016/j.ejmech.2021.113652 Aurora kinase B 1
34161865 10.1016/j.ejmech.2021.113652 Aurora kinase C 1

Data from ChEMBL 36 via Core Engine