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

CHEMBL536047

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
CC1=CC2Cc3nc4cc(Cl)ccc4c(N)c3C(C1)C2.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL536047
Phase Preclinical
Structure Type MOL
InChI Key PIFZZHUTNUAVBT-UHFFFAOYSA-N
Parent Compound CHEMBL140476
Active Moiety CHEMBL140476
7
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

284.8
MW (Da)
4.47
ALogP
2
HBA
1
HBD
38.9
PSA (Ų)
0.73
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 C17H18Cl2N2
MW 321.25
Aromatic Rings 2
Heavy Atoms 20
NP-Likeness 0.03

Activity Summary

IC50 17 meas. best 9.16
Ki 1 meas. best 10.48

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Acetylcholinesterase
CHEMBL220
 Ki 10.48 10.48 0.0 1
Acetylcholinesterase
CHEMBL220
 IC50 9.16 9.028 0.7 5
Acetylcholinesterase
CHEMBL4768
 IC50 8.37 8.37 4.2 2
Cholinesterase
CHEMBL1914
 IC50 6.76 6.642 175.0 5
Trypanosoma brucei
CHEMBL612849
 IC50 6.52 6.365 300.0 2
L6
CHEMBL614793
 IC50 5.11 5.11 7800.0 1
HepG2
CHEMBL395
 IC50 4.8 4.8 15870.0 1
Nitric oxide synthase 1
CHEMBL3568
 IC50 4.47 4.47 34000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Acetylcholinesterase Ki = 0.033 nM 10.48 Binding affinity to human AChE 17154513
Acetylcholinesterase IC50 = 0.69 nM 9.16 Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate... 22185619
Acetylcholinesterase IC50 = 0.78 nM 9.11 Inhibitory concentration against Acetylcholinesterase from human erythrocytes 15771413
Acetylcholinesterase IC50 = 0.78 nM 9.11 Inhibition of human erythrocyte AChE 17154513
Acetylcholinesterase IC50 = 1.07 nM 8.97 Inhibition of human recombinant AChE using acetylthiocholine iodide as substrate... 24568372
Acetylcholinesterase IC50 = 1.64 nM 8.79 Inhibition of recombinant human AChE using acetylthiocholine as substrate by DTN... 33984470
Acetylcholinesterase IC50 = 4.23 nM 8.37 Inhibitory concentration against Acetylcholinesterase from bovine erythrocytes 15771413
Acetylcholinesterase IC50 = 4.23 nM 8.37 Inhibition of bovine erythrocyte AChE 17154513
Cholinesterase IC50 = 175.0 nM 6.76 Inhibition of human serum BChE using butyrylthiocholine iodide as substrate prei... 22185619
Cholinesterase IC50 = 181.0 nM 6.74 Inhibition of human serum BChE using butyrylthiocholine iodide as substrate prei... 24568372
Cholinesterase IC50 = 236.0 nM 6.63 Inhibitory concentration against Butyrylcholinesterase from human erythrocytes 15771413
Cholinesterase IC50 = 236.0 nM 6.63 Inhibition of human serum BChE 17154513
Trypanosoma brucei IC50 = 300.0 nM 6.52 Antitrypanosomal activity against Trypanosoma brucei 427 21315611
Cholinesterase IC50 = 358.0 nM 6.45 Inhibition of recombinant human BuChE using butyrylthiocholine as substrate by E... 33984470
Trypanosoma brucei IC50 = 610.0 nM 6.21 Trypanocidal activity against bloodstream form of Trypanosoma brucei 427 after 4... 21315611
L6 IC50 = 7800.0 nM 5.11 Cytotoxicity against rat L6 cells after 6 days by Alamar blue assay 21315611
HepG2 IC50 = 15870.0 nM 4.8 Cytotoxicity against human HepG2 cells assessed as reduction in cell viability m... 33984470
Nitric oxide synthase 1 IC50 = 34000.0 nM 4.47 Inhibition of recombinant human nNOS 33984470

Literature References

PubMed DOI Target Context # Activities
17154513 10.1021/jm060945c Acetylcholinesterase 4
21315611 10.1016/j.bmc.2011.01.028 Trypanosoma brucei 3
22185619 10.1021/jm200840c Acetylcholinesterase 3
33984470 10.1016/j.bmcl.2021.128100 Nitric oxide synthase 1 2
24568372 10.1021/jm401824w Amyloid-beta precursor protein 2
15771413 10.1021/jm0496741 Acetylcholinesterase 2
24568372 10.1021/jm401824w Acetylcholinesterase 2
22185619 10.1021/jm200840c Beta-secretase 1 1
33984470 10.1016/j.bmcl.2021.128100 Amyloid-beta precursor protein 1
24568372 10.1021/jm401824w No relevant target 1
24568372 10.1021/jm401824w Beta-secretase 1 1
24568372 10.1021/jm401824w Cholinesterase 1
22185619 10.1021/jm200840c Cholinesterases; ACHE & BCHE 1
22185619 10.1021/jm200840c Mus musculus 1
22185619 10.1021/jm200840c ADMET 1
22185619 10.1021/jm200840c Unchecked 1
22185619 10.1021/jm200840c Cholinesterase 1
21315611 10.1016/j.bmc.2011.01.028 Unchecked 1
21315611 10.1016/j.bmc.2011.01.028 L6 1
17154513 10.1021/jm060945c Cholinesterase 1

Data from ChEMBL 36 via Core Engine