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Compound Detail

CHEMBL244948

DAPHNETIN
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O=c1ccc2ccc(O)c(O)c2o1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL244948
Name DAPHNETIN
Phase Preclinical
Structure Type MOL
InChI Key ATEFPOUAMCWAQS-UHFFFAOYSA-N

Known Names

Daphnetin NSC-633563
9
Targets
25
Activities
3
Assay Types
0
PK Parameters
20
Publications
2
Known Names

Molecular Properties

178.1
MW (Da)
1.20
ALogP
4
HBA
2
HBD
70.7
PSA (Ų)
0.47
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product

Extended Properties

Molecular Formula C9H6O4
MW 178.14
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness 1.51

Activity Summary

IC50 23 meas. best 5.12
Kd 1 meas.
Ki 1 meas. best 5.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Ki 5.76 5.76 1750.0 1
Epidermal growth factor receptor
CHEMBL203
 IC50 5.12 5.12 7670.0 2
cAMP-dependent protein kinase (PKA)
CHEMBL2094138
 IC50 5.03 5.03 9330.0 1
Unchecked
CHEMBL612545
 IC50 5.03 4.586 9330.0 5
Plasmodium falciparum
CHEMBL364
 IC50 5.0 4.825 10000.0 8
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 IC50 4.93 4.93 11770.0 1
Autoinducer 2-binding periplasmic protein LuxP
CHEMBL6100
 IC50 4.92 4.92 12000.0 1
Protein kinase C (PKC)
CHEMBL2093867
 IC50 4.6 4.6 25010.0 1
MCF7
CHEMBL387
 IC50 4.14 4.14 73000.0 1
U-937
CHEMBL612794
 IC50 4.08 4.08 83200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 1750.0 nM 5.76 Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M... 33218896
Epidermal growth factor receptor IC50 = 7670.0 nM 5.12 Inhibition of EGFR (unknown origin) using (Glu, Tyr) 4:1 as substrate incubated ... 29032032
Epidermal growth factor receptor IC50 = 7670.0 nM 5.12 Inhibition of EGFR 18077363
cAMP-dependent protein kinase (PKA) IC50 = 9330.0 nM 5.03 Inhibition of PKA (unknown origin) using Kemptide as substrate incubated for [ga... 29032032
Unchecked IC50 = 9330.0 nM 5.03 Inhibition of PKA 18077363
Plasmodium falciparum IC50 = 10000.0 nM 5.0 Antiplasmodial activity against Plasmodium falciparum 7G8 after 72 hrs by SYBR g... 19734910
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 11770.0 nM 4.93 Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M... 33218896
Unchecked IC50 = 12000.0 nM 4.92 Inhibition of quorum sensing regulated bioluminescence in Vibrio harveyi 20669927
Autoinducer 2-binding periplasmic protein LuxP IC50 = 12000.0 nM 4.92 Antagonist activity at LuxP receptor in Vibrio harveyi MM32 assessed as inhibiti... 18262415
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum Dd2 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 12589.25 nM 4.9 Antiplasmodial activity against Plasmodium falciparum HB3 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum 3D7 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum D10 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum GB4 after 72 hrs by SYBR g... 19734910
Plasmodium falciparum IC50 = 15848.93 nM 4.8 Antiplasmodial activity against Plasmodium falciparum W2 after 72 hrs by SYBR gr... 19734910
Unchecked IC50 = 25000.0 nM 4.6 Inhibition of PKC 18077363
Plasmodium falciparum IC50 = 25000.0 nM 4.6 Antimalarial activity against Plasmodium falciparum by [3H]-hypoxanthine incorpo... -
Protein kinase C (PKC) IC50 = 25010.0 nM 4.6 Inhibition of PKC (unknown origin) using acetylated myelin basic protein (4 to 1... 29032032
Unchecked IC50 = 57000.0 nM 4.24 Inhibition of Escherichia coli FtsZ GTPase activity expressed in Escherichia col... 27189886
Unchecked IC50 = 73000.0 nM 4.14 Inhibition of Escherichia coli FtsZ polymerization expressed in Escherichia coli... 27189886

Literature References

PubMed DOI Target Context # Activities
19734910 10.1038/nchembio.215 Plasmodium falciparum 7
33691794 10.1186/s13148-021-01037-1 A549 4
20485427 10.1038/nature09107 Plasmodium falciparum 4
18077363 10.1073/pnas.0708800104 Serine/threonine-protein kinase 26 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
18077363 10.1073/pnas.0708800104 Ribosomal protein S6 kinase alpha-3 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
26188907 10.1016/j.ejmech.2015.07.010 U-937 2
27189886 10.1016/j.bmc.2016.05.003 Unchecked 2
33218896 10.1016/j.bmc.2020.115851 Induced myeloid leukemia cell differentiation protein Mcl-1 2
27189886 10.1016/j.bmc.2016.05.003 Enterococcus faecalis 2
18077363 10.1073/pnas.0708800104 Unchecked 2
27189886 10.1016/j.bmc.2016.05.003 Staphylococcus aureus 2
17417631 10.1038/nchembio873 Unchecked 1
20669927 10.1021/jm901742e Unchecked 1
- 10.1007/s00044-011-9694-1 Plasmodium falciparum 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
20485427 10.1038/nature09107 Unchecked 1
16038536 10.1021/np049655u Prostaglandin G/H synthase 1 1
18077363 10.1073/pnas.0708800104 Epidermal growth factor receptor 1

Data from ChEMBL 36 via Core Engine