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Compound Detail

CHEMBL32147

2'-HYDROXYCHALCONE
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O=C(/C=C/c1ccccc1)c1ccccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL32147
Name 2'-HYDROXYCHALCONE
Phase Preclinical
Structure Type MOL
InChI Key AETKQQBRKSELEL-ZHACJKMWSA-N
13
Targets
18
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

224.3
MW (Da)
3.29
ALogP
2
HBA
1
HBD
37.3
PSA (Ų)
0.64
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 C15H12O2
MW 224.26
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness 0.30

Activity Summary

IC50 16 meas. best 5.37
EC50 2 meas. best 4.88

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Homo sapiens
CHEMBL372
 IC50 5.37 5.37 4300.0 1
Unchecked
CHEMBL612545
 EC50 4.88 4.88 13200.0 1
Unchecked
CHEMBL612545
 IC50 4.82 4.82 15000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.75 4.5233 18000.0 3
ADMET
CHEMBL612558
 IC50 4.61 4.61 24400.0 1
MCF7
CHEMBL387
 IC50 4.55 4.33 28400.0 2
Trypanosoma cruzi
CHEMBL368
 EC50 4.54 4.54 28800.0 1
Tubulin alpha 4a
CHEMBL2366421
 IC50 4.31 4.31 49300.0 1
K562
CHEMBL385
 IC50 4.22 4.22 60700.0 1
SK-N-MC
CHEMBL614163
 IC50 4.21 4.21 61200.0 1
Xanthine dehydrogenase/oxidase
CHEMBL3649
 IC50 4.15 4.15 71300.0 1
TK-10
CHEMBL614056
 IC50 4.1 4.1 79000.0 1
Cholinesterase
CHEMBL1914
 IC50 4.08 4.08 84000.0 1
HT-29
CHEMBL384
 IC50 4.07 4.07 85000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Homo sapiens IC50 = 4300.0 nM 5.37 Inhibition of the production of Interleukin-1-beta from human peripheral blood m... 8496911
Unchecked EC50 = 13200.0 nM 4.88 PUBCHEM_BIOASSAY: Dose response counterscreen for uHTS small molecule activators... -
Unchecked IC50 = 15000.0 nM 4.82 Inhibition of yeast alpha-glucosidase type 3 using p-nitrophenyl-alpha-D-glucopy... 24780600
NON-PROTEIN TARGET IC50 = 18000.0 nM 4.75 Cytotoxicity against human HL60 cells by MTT assay 25091929
ADMET IC50 = 24400.0 nM 4.61 Growth inhibition of HK2 cells by sulforhodamine assay 17383189
MCF7 IC50 = 28400.0 nM 4.55 The compound was tested for antiproliferative activity against MCF-7 human breas... 11720850
Trypanosoma cruzi EC50 = 28800.0 nM 4.54 Antitrypanosomal activity against Trypanosoma cruzi Y trypomastigotes infected i... 31000155
NON-PROTEIN TARGET IC50 = 37500.0 nM 4.43 Cytotoxicity against human NALM6 cells by MTT assay 25091929
NON-PROTEIN TARGET IC50 = 40800.0 nM 4.39 Cytotoxicity against human WM115 cells by MTT assay 25091929
Tubulin alpha 4a IC50 = 49300.0 nM 4.31 Inhibition of Ovis aries (sheep) brain tubulin polymerization assessed as microt... -
K562 IC50 = 60700.0 nM 4.22 Cytotoxicity against Homo sapiens (human) K562 cells after 72 hr by MTT assay -
SK-N-MC IC50 = 61200.0 nM 4.21 Cytotoxicity against Homo sapiens (human) SK-N-MC cells after 72 hr by MTT assay -
Xanthine dehydrogenase/oxidase IC50 = 71300.0 nM 4.15 Inhibition of bovine milk xanthine oxidase pre-incubated for 30 mins followed by... 28655421
MCF7 IC50 = 78000.0 nM 4.11 Growth inhibition of MCF7 cells by sulforhodamine assay 17383189
TK-10 IC50 = 79000.0 nM 4.1 Growth inhibition of TK10 cells by sulforhodamine assay 17383189
Cholinesterase IC50 = 84000.0 nM 4.08 Inhibition of BChE (unknown origin) using BCh iodide as substrate preincubated f... 24780600
HT-29 IC50 = 85000.0 nM 4.07 Growth inhibition of HT29 cells by sulforhodamine assay 17383189

Literature References

PubMed DOI Target Context # Activities
20639112 10.1016/j.bmc.2010.05.033 Rattus norvegicus 11
20639112 10.1016/j.bmc.2010.05.033 ADMET 6
26970663 10.1016/j.bmc.2016.02.041 Rattus norvegicus 5
32975953 10.1021/acs.jnatprod.0c00699 MV4-11 3
25091929 10.1016/j.bmcl.2014.07.027 NON-PROTEIN TARGET 3
32975953 10.1021/acs.jnatprod.0c00699 Receptor-type tyrosine-protein kinase FLT3 2
20889239 10.1016/j.ejmech.2010.09.034 Triosephosphate isomerase, glycosomal 2
22112540 10.1016/j.bmc.2011.10.074 Broad substrate specificity ATP-binding cassette transporter ABCG2 2
24565968 10.1016/j.bmc.2014.01.058 NON-PROTEIN TARGET 2
22727643 10.1016/j.bmcl.2012.05.112 Staphylococcus aureus 2
11429996 10.1021/np000317c ADMET 2
32975953 10.1021/acs.jnatprod.0c00699 K562 2
- 10.1007/s00044-013-0564-x PBMC 2
- 10.1007/s00044-010-9305-6 Culex quinquefasciatus 2
17383189 10.1016/j.bmc.2007.03.031 HT-29 2
17383189 10.1016/j.bmc.2007.03.031 MCF7 2
17383189 10.1016/j.bmc.2007.03.031 TK-10 2
28655421 10.1016/j.bmcl.2017.01.053 No relevant target 2
11429996 10.1021/np000317c HSC-2 1
8254620 10.1021/jm00076a019 Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine