Compound Detail

CHEMBL7976

CHALCONE

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O=C(/C=C/c1ccccc1)c1ccccc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL7976
Name	CHALCONE
Phase	Preclinical
Structure Type	MOL
InChI Key	DQFBYFPFKXHELB-VAWYXSNFSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

208.3

MW (Da)

3.58

ALogP

HBA

HBD

17.1

PSA (Å²)

0.56

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C15H12O
MW	208.26
Aromatic Rings	2
Heavy Atoms	16
NP-Likeness	-0.04

Activity Summary

IC50 71 meas. best 6.52

EC50 10 meas. best 5.05

Ki 2 meas. best 7.25

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Amine oxidase [flavin-containing] B CHEMBL2039	Ki	7.25	7.25	56.0	1
Cytochrome P450 1B1 CHEMBL4878	IC50	6.52	6.52	305.0	1
Amine oxidase [flavin-containing] B CHEMBL2039	IC50	5.85	5.85	1410.0	1
Entamoeba histolytica CHEMBL612853	IC50	5.77	5.33	1700.0	2
K562 CHEMBL385	IC50	5.42	5.42	3800.0	1
Perilipin-1/ABHD5 CHEMBL3883313	IC50	5.38	5.38	4194.0	1
1-acylglycerol-3-phosphate O-acyltransferase ABHD5/Perilipin-5 CHEMBL3885501	IC50	5.37	5.37	4245.0	1
Sortase A CHEMBL4523939	IC50	5.3	5.3	5000.0	1
Homo sapiens CHEMBL372	IC50	5.2	5.0	6280.0	3
Unchecked CHEMBL612545	IC50	5.19	4.86	6400.0	9
MDA-MB-231 CHEMBL400	IC50	5.17	4.77	6700.0	2
Tumor Cell line CHEMBL613974	IC50	5.08	5.08	8320.0	1
Leishmania infantum CHEMBL612848	EC50	5.05	5.05	8890.0	1
ADMET CHEMBL612558	EC50	5.02	5.02	9500.0	1
HCT-116 CHEMBL394	EC50	5.02	4.99	9500.0	2
P388 CHEMBL389	IC50	5.02	5.02	9630.0	1
HEK293 CHEMBL614818	IC50	4.97	4.97	10700.0	1
Molecular identity unknown CHEMBL612546	EC50	4.96	4.96	11000.0	1
Prostaglandin G/H synthase 2 CHEMBL4321	IC50	4.95	4.95	11200.0	1
A549 CHEMBL392	IC50	4.91	4.535	12200.0	2
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL5211	IC50	4.91	4.91	12200.0	1
MCF7 CHEMBL387	IC50	4.9	4.55	12600.0	2
Leishmania amazonensis CHEMBL612877	EC50	4.88	4.88	13200.0	1
ZR-75-1 CHEMBL614393	IC50	4.86	4.86	13700.0	1
Leishmania braziliensis CHEMBL612878	IC50	4.86	4.86	13700.0	1
HT-29 CHEMBL384	EC50	4.85	4.85	14000.0	1
Jurkat CHEMBL397	IC50	4.77	4.77	17100.0	1
Leishmania donovani CHEMBL367	IC50	4.7	4.7	20000.0	1
ADMET CHEMBL612558	IC50	4.68	4.6	21000.0	2
BT-20 CHEMBL613870	IC50	4.68	4.68	21100.0	1
Prostaglandin G/H synthase 1 CHEMBL2649	IC50	4.66	4.66	22100.0	1
Tumor necrosis factor receptor superfamily member 1A CHEMBL3378	IC50	4.64	4.64	23000.0	1
CHO CHEMBL613853	IC50	4.64	4.64	23000.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.62	4.4167	23900.0	3
DLD-1 CHEMBL614285	EC50	4.6	4.6	25000.0	1
PANC-1 CHEMBL614139	IC50	4.58	4.58	26000.0	1
Thioredoxin reductase 1, cytoplasmic CHEMBL6035	IC50	4.57	4.45	26700.0	2
Trypanosoma cruzi CHEMBL368	EC50	4.57	4.57	26900.0	1
PBMC CHEMBL613107	IC50	4.57	4.57	27000.0	1
2008 CHEMBL612818	IC50	4.48	4.48	33400.0	1
L1210 CHEMBL386	IC50	4.38	4.38	41400.0	1
TK-10 CHEMBL614056	IC50	4.38	4.38	42000.0	1
Polyunsaturated fatty acid 5-lipoxygenase CHEMBL312	IC50	4.37	4.37	43000.0	1
Cyclooxygenase CHEMBL2095157	IC50	4.37	4.37	43000.0	1
HT-29 CHEMBL384	IC50	4.34	4.25	45900.0	2
Pancreatic alpha-amylase CHEMBL5730	Ki	4.32	4.32	48000.0	1
DU-145 CHEMBL613508	IC50	4.3	4.3	50100.0	1
Sortase A CHEMBL5362	IC50	4.27	4.27	53150.0	1
Androgen receptor CHEMBL3072	IC50	4.19	4.19	64565.4	1
A2780 CHEMBL614004	IC50	4.17	4.17	67500.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Amine oxidase [flavin-containing] B	Ki	=	56.0	nM	7.25	Inhibition of recombinant human MAO-B expressed in baculovirus infected BTI cell...	34262643
Cytochrome P450 1B1	IC50	=	305.0	nM	6.52	Inhibition of human recombinant CYP1B1 assessed as fluorescence of resorufin	37315474
Amine oxidase [flavin-containing] B	IC50	=	1410.0	nM	5.85	Inhibition of human recombinant MAO-B assessed as hydrogen peroxide production	19378991
Entamoeba histolytica	IC50	=	1700.0	nM	5.77	Antiamnesic activity against Entamoeba histolytica HM-1:IMSS after 72 hrs by try...	18378360
K562	IC50	=	3800.0	nM	5.42	Antiproliferative activity against human K562 cells after 5 days by MTT assay	19837593
Perilipin-1/ABHD5	IC50	=	4194.0	nM	5.38	PUBCHEM_BIOASSAY: Luminescence-based biochemical high throughput dose response a...	-
1-acylglycerol-3-phosphate O-acyltransferase ABHD5/Perilipin-5	IC50	=	4245.0	nM	5.37	PUBCHEM_BIOASSAY: Luminescence-based biochemical high throughput dose response a...	-
Sortase A	IC50	=	5000.0	nM	5.3	Binding affinity to Streptococcus mutans Sortase A	31391878
Homo sapiens	IC50	=	6280.0	nM	5.2	Inhibition of the production of Interleukin-1-beta from human peripheral blood m...	8496911
Unchecked	IC50	=	6400.0	nM	5.19	Cytotoxicity in human CRL1459 cells assessed as reduction in cell viability incu...	28411546
MDA-MB-231	IC50	=	6700.0	nM	5.17	Cytotoxicity in human MDA-MB-231 cells assessed as reduction in cell viability i...	28411546
Unchecked	IC50	=	7100.0	nM	5.15	Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c...	36356534
Tumor Cell line	IC50	=	8320.0	nM	5.08	Evaluation for cytotoxicity to human tumor cell lines.	9544201
Unchecked	IC50	=	8600.0	nM	5.07	Inhibition of human mitochondrial HSP60 expressed in Escherichia coli Rosetta 2 ...	36356534
Leishmania infantum	EC50	=	8890.0	nM	5.05	Anti-leishmanial activity against Leishmania infantum MHOM/BR/72 promastigotes a...	26055530
P388	IC50	=	9630.0	nM	5.02	Inhibition of proliferation of murine P388 cells	9544201
HCT-116	EC50	=	9500.0	nM	5.02	Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability...	36356534
ADMET	EC50	=	9500.0	nM	5.02	Cytotoxicity against BALB/c mouse peritoneal macrophages incubated for 24 hrs by...	26055530
Unchecked	IC50	=	10000.0	nM	5.0	Inhibition of tubulin polymerization	19507860
HEK293	IC50	=	10700.0	nM	4.97	Cytotoxicity in HEK293 cells assessed as reduction in cell viability incubated f...	28411546

Literature References

PubMed	DOI	Target Context	# Activities
18280009	10.1016/j.ejmech.2007.12.027	Ogataea angusta	29
30108736	10.1039/C7MD00440K	Candida albicans	22
18280009	10.1016/j.ejmech.2007.12.027	Saccharomyces cerevisiae	15
30108736	10.1039/C7MD00440K	Unchecked	9
24433962	10.1016/j.bmc.2013.12.039	Leishmania infantum	8
25442312	10.1016/j.bmcl.2014.09.074	ADMET	7
24275249	10.1016/j.ejmech.2013.10.073	Molecular identity unknown	7
36356534	10.1016/j.bmc.2022.117072	Unchecked	7
25666820	10.1016/j.bmcl.2015.01.027	NON-PROTEIN TARGET	6
34839159	10.1016/j.bmc.2021.116527	Staphylococcus aureus	6
25442312	10.1016/j.bmcl.2014.09.074	MDCK	6
26055530	10.1016/j.bmcl.2015.05.072	Unchecked	5
22658085	10.1016/j.ejmech.2012.03.049	HepG2	5
28177228	10.1021/acs.jmedchem.6b01253	Thioredoxin reductase 1, cytoplasmic	4
23524161	10.1016/j.ejmech.2013.02.037	HeLa	4
24433962	10.1016/j.bmc.2013.12.039	ADMET	4
27267003	10.1016/j.ejmech.2016.05.040	No relevant target	4
28743509	10.1016/j.bmcl.2017.07.042	HCT-116	3
26188621	10.1016/j.ejmech.2015.06.052	Unchecked	3
18280009	10.1016/j.ejmech.2007.12.027	Kluyveromyces lactis	3

Data from ChEMBL 36 via Core Engine