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Compound Detail

CHEMBL105496

4-METHOXY CHALCONE
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COc1ccc(/C=C/C(=O)c2ccccc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL105496
Name 4-METHOXY CHALCONE
Phase Preclinical
Structure Type MOL
InChI Key XUFXKBJMCRJATM-FMIVXFBMSA-N
19
Targets
23
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

238.3
MW (Da)
3.59
ALogP
2
HBA
0
HBD
26.3
PSA (Ų)
0.60
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C16H14O2
MW 238.29
Aromatic Rings 2
Heavy Atoms 18
NP-Likeness -0.11

Activity Summary

IC50 19 meas. best 5.42
EC50 4 meas. best 4.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cytochrome P450 3A4
CHEMBL340
 IC50 5.42 5.42 3780.0 1
A549
CHEMBL392
 IC50 5.28 5.28 5200.0 1
Entamoeba histolytica
CHEMBL612853
 IC50 5.23 5.23 5930.0 1
P388
CHEMBL389
 IC50 4.97 4.97 10630.0 1
Leishmania braziliensis
CHEMBL612878
 IC50 4.78 4.78 16600.0 1
Cyclooxygenase
CHEMBL2095157
 IC50 4.7 4.7 20000.0 1
Polyunsaturated fatty acid 5-lipoxygenase
CHEMBL312
 IC50 4.7 4.7 20000.0 1
Unchecked
CHEMBL612545
 IC50 4.66 4.5233 22000.0 3
HCT-116
CHEMBL394
 EC50 4.66 4.59 22000.0 2
ADMET
CHEMBL612558
 IC50 4.63 4.63 23200.0 1
Nuclear factor NF-kappa-B complex
CHEMBL2094258
 IC50 4.54 4.54 29000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.52 4.52 30000.0 1
HT-29
CHEMBL384
 EC50 4.5 4.5 32000.0 1
CCRF-CEM
CHEMBL382
 IC50 4.47 4.47 33500.0 1
Cholinesterase
CHEMBL1914
 IC50 4.38 4.38 42000.0 1
L1210
CHEMBL386
 IC50 4.3 4.3 50400.0 1
TK-10
CHEMBL614056
 IC50 4.28 4.28 53000.0 1
DLD-1
CHEMBL614285
 EC50 4.28 4.28 52000.0 1
HT-29
CHEMBL384
 IC50 4.27 4.27 54000.0 1
MCF7
CHEMBL387
 IC50 4.05 4.05 90000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cytochrome P450 3A4 IC50 = 3780.0 nM 5.42 Inhibition of CYP3A4 in human liver microsomes 37549850
A549 IC50 = 5200.0 nM 5.28 Antiproliferative activity against human A549 cells assessed as cell growth inhi... 37666364
Entamoeba histolytica IC50 = 5930.0 nM 5.23 Antiamnesic activity against Entamoeba histolytica HM1:IMSS after 72 hrs by micr... 22658085
P388 IC50 = 10630.0 nM 4.97 Inhibitory activity against Murine P388 cells 12086496
Leishmania braziliensis IC50 = 16600.0 nM 4.78 Antileishmanial activity against Leishmania braziliensis MHOM/BR/75/M2904 promas... 18554753
Cyclooxygenase IC50 = 20000.0 nM 4.7 Inhibition of cyclooxygenase in rat RBL1 cells -
Polyunsaturated fatty acid 5-lipoxygenase IC50 = 20000.0 nM 4.7 Inhibition of 5-lipoxygenase in rat RBL1 cells -
HCT-116 EC50 = 22000.0 nM 4.66 Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability... 36356534
Unchecked IC50 = 22000.0 nM 4.66 Inhibition of human mitochondrial HSP60 expressed in Escherichia coli Rosetta 2 ... 36356534
ADMET IC50 = 23200.0 nM 4.63 Growth inhibition of HK2 cells by sulforhodamine assay 17383189
Unchecked IC50 = 27000.0 nM 4.57 Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c... 36356534
Nuclear factor NF-kappa-B complex IC50 = 29000.0 nM 4.54 Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells... 24775915
HCT-116 EC50 = 30000.0 nM 4.52 Cytotoxicity against p53-/- human HCT-116 cells assessed as reduction in cell vi... 36356534
NON-PROTEIN TARGET IC50 = 30000.0 nM 4.52 Inhibitory concentration against proliferation of human Molt 4/C8 cells 12086496
HT-29 EC50 = 32000.0 nM 4.5 Cytotoxicity against human HT-29 cells assessed as reduction in cell viability i... 36356534
CCRF-CEM IC50 = 33500.0 nM 4.47 Inhibitory concentration against CEM T-lymphocytes 12086496
Cholinesterase IC50 = 42000.0 nM 4.38 Inhibition of BChE (unknown origin) using BCh iodide as substrate preincubated f... 24780600
Unchecked IC50 = 46000.0 nM 4.34 Inhibition of Escherichia coli GroEL expressed in NEB-5-alpha Escherichia coli c... 36356534
L1210 IC50 = 50400.0 nM 4.3 Inhibitory activity against L1210 leukemia cells 12086496
DLD-1 EC50 = 52000.0 nM 4.28 Cytotoxicity against human DLD-1 cells assessed as reduction in cell viability i... 36356534

Literature References

PubMed DOI Target Context # Activities
28743509 10.1016/j.bmcl.2017.07.042 Cellular tumor antigen p53 9
36356534 10.1016/j.bmc.2022.117072 Unchecked 7
22658085 10.1016/j.ejmech.2012.03.049 HepG2 5
26970663 10.1016/j.bmc.2016.02.041 Rattus norvegicus 4
20639112 10.1016/j.bmc.2010.05.033 Rattus norvegicus 4
28743509 10.1016/j.bmcl.2017.07.042 HCT-116 3
17007965 10.1016/j.ejmech.2006.08.012 Candida albicans 3
- 10.1007/s00044-010-9342-1 NON-PROTEIN TARGET 3
18584918 10.1016/j.ejmech.2008.05.010 Staphylococcus aureus 2
19640715 10.1016/j.bmcl.2009.07.082 Unchecked 2
22727643 10.1016/j.bmcl.2012.05.112 Staphylococcus aureus 2
36356534 10.1016/j.bmc.2022.117072 HCT-116 2
37666364 10.1016/j.bmcl.2023.129467 A549 2
17276682 10.1016/j.bmcl.2006.12.112 Mycobacterium tuberculosis 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
18554753 10.1016/j.ejmech.2008.04.016 Leishmania braziliensis 1
18584918 10.1016/j.ejmech.2008.05.010 Escherichia coli 1
37549850 10.1016/j.bmcl.2023.129435 Cytochrome P450 3A4 1

Data from ChEMBL 36 via Core Engine