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

CHEMBL362378

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(C)C=Cc2c(ccc(C(=O)/C=C/c3ccc(O)cc3)c2O)O1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL362378
Phase Preclinical
Structure Type MOL
InChI Key IQHPDUUSMBMDGN-WEVVVXLNSA-N
11
Targets
15
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

322.4
MW (Da)
4.18
ALogP
4
HBA
2
HBD
66.8
PSA (Ų)
0.66
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H18O4
MW 322.36
Aromatic Rings 2
Heavy Atoms 24
NP-Likeness 1.79

Activity Summary

IC50 13 meas. best 5.59
Ki 2 meas. best 5.46

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cholinesterase
CHEMBL1914
 IC50 5.59 5.42 2570.0 2
Plasmodium falciparum
CHEMBL364
 IC50 5.47 5.47 3360.0 1
Cholinesterase
CHEMBL1914
 Ki 5.46 5.46 3480.0 1
Ornithine decarboxylase
CHEMBL1869
 IC50 5.33 5.33 4700.0 1
Unchecked
CHEMBL612545
 IC50 5.31 5.31 4900.0 1
Acetylcholinesterase
CHEMBL220
 Ki 5.13 5.13 7390.0 1
Beta-secretase 1
CHEMBL4822
 IC50 5.01 5.01 9800.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.0 5.0 10000.0 1
RAW264.7
CHEMBL612557
 IC50 4.99 4.99 10200.0 1
Acetylcholinesterase
CHEMBL220
 IC50 4.77 4.65 17140.0 2
Leishmania amazonensis
CHEMBL612877
 IC50 4.64 4.64 23020.0 1
MCF7
CHEMBL387
 IC50 4.57 4.57 27000.0 1
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 4.13 4.13 74100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cholinesterase IC50 = 2570.0 nM 5.59 Binding affinity to BChE (unknown origin) assessed as reduction in intrinsic pro... 30910460
Plasmodium falciparum IC50 = 3360.0 nM 5.47 Antimalarial activity against Plasmodium falciparum 19299148
Cholinesterase Ki = 3480.0 nM 5.46 Mixed type inhibition of BChE (unknown origin) using butyrylthiocholine iodide a... 30910460
Ornithine decarboxylase IC50 = 4700.0 nM 5.33 Inhibition of phorbol ester-induced ornithine decarboxylase in human MCF7 cells ... 10075742
Unchecked IC50 = 4900.0 nM 5.31 Inhibition of bovine NADH-ubiquinone oxidoreductase 10075742
Cholinesterase IC50 = 5680.0 nM 5.25 Inhibition of BChE (unknown origin) using butyrylthiocholine iodide as substrate... 30910460
Acetylcholinesterase Ki = 7390.0 nM 5.13 Competitive type inhibition of AChE (unknown origin) using acetylthiocholine iod... 30910460
Beta-secretase 1 IC50 = 9800.0 nM 5.01 Inhibition of BACE1 (unknown origin) expressed in baculovirus-expression system ... 30910460
NON-PROTEIN TARGET IC50 = 10000.0 nM 5.0 Cytotoxicity against mouse Hepa1clc7 cells after 72 hrs 10075742
RAW264.7 IC50 = 10200.0 nM 4.99 Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells 32208222
Acetylcholinesterase IC50 = 17140.0 nM 4.77 Inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate ... 30910460
Leishmania amazonensis IC50 = 23020.0 nM 4.64 Antileishmanial activity against intracellular amastigote stage of Leishmania am... 26906638
MCF7 IC50 = 27000.0 nM 4.57 Cytotoxicity against human MCF7 cells after 72 hrs 10075742
Acetylcholinesterase IC50 = 29560.0 nM 4.53 Binding affinity to AChE (unknown origin) assessed as reduction in intrinsic pro... 30910460
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 74100.0 nM 4.13 Inhibition of PTP1B (unknown origin) using p-nitrophenyl phosphate as substrate 24047800

Literature References

PubMed DOI Target Context # Activities
30910460 10.1016/j.bmcl.2019.03.024 Acetylcholinesterase 5
30910460 10.1016/j.bmcl.2019.03.024 Cholinesterase 5
30910460 10.1016/j.bmcl.2019.03.024 Amyloid-beta precursor protein 4
17112640 10.1016/j.ejmech.2006.09.019 Leishmania donovani 2
24858541 10.1016/j.ejmech.2014.05.034 Leishmania donovani 2
18951808 10.1016/j.bmc.2008.09.064 Staphylococcus aureus 2
18951808 10.1016/j.bmc.2008.09.064 Pseudomonas aeruginosa 2
18951808 10.1016/j.bmc.2008.09.064 Escherichia coli 2
18951808 10.1016/j.bmc.2008.09.064 Bacillus cereus 2
15225696 10.1016/j.bmcl.2004.05.071 Leishmania donovani 2
10075742 10.1021/np980119+ Unchecked 1
10075742 10.1021/np980119+ Ornithine decarboxylase 1
10075742 10.1021/np980119+ MCF7 1
10075742 10.1021/np980119+ NON-PROTEIN TARGET 1
19299148 10.1016/j.bmc.2009.02.050 Plasmodium falciparum 1
22633833 10.1016/j.ejmech.2012.05.005 RAW264.7 1
23270565 10.1021/jm300588j Plasmodium falciparum 1
24047800 10.1016/j.bmcl.2013.08.102 Tyrosine-protein phosphatase non-receptor type 1 1
24858541 10.1016/j.ejmech.2014.05.034 Vero 1
26906638 10.1016/j.bmcl.2016.02.044 NON-PROTEIN TARGET 1

Data from ChEMBL 36 via Core Engine