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Compound Detail

CHEMBL30707

COUMESTROL
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O=c1oc2cc(O)ccc2c2oc3cc(O)ccc3c12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL30707
Name COUMESTROL
Phase Preclinical
Structure Type MOL
InChI Key ZZIALNLLNHEQPJ-UHFFFAOYSA-N
9
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

268.2
MW (Da)
3.10
ALogP
5
HBA
2
HBD
83.8
PSA (Ų)
0.48
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H8O5
MW 268.22
Aromatic Rings 4
Heavy Atoms 20
NP-Likeness 1.04

Activity Summary

IC50 17 meas. best 8.7
Ki 2 meas. best 5.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor beta
CHEMBL242
 IC50 8.7 7.924 2.0 5
Estrogen receptor
CHEMBL206
 IC50 7.96 7.288 11.0 5
MCF7
CHEMBL387
 IC50 7.4 5.85 40.0 2
Casein kinase 2
CHEMBL3832943
 IC50 6.7 6.7 200.0 1
Mus musculus
CHEMBL375
 IC50 6.05 6.05 900.0 1
Maltase-glucoamylase
CHEMBL2074
 IC50 5.22 5.22 6000.0 1
Casein kinase II subunit alpha
CHEMBL3629
 Ki 5.12 5.12 7670.0 1
Casein kinase 2
CHEMBL3832943
 Ki 5.12 5.12 7670.0 1
Nuclear receptor subfamily 1 group I member 2
CHEMBL3401
 IC50 4.92 4.92 12000.0 1
Neuraminidase
CHEMBL6135
 IC50 4.42 4.42 37800.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor beta IC50 = 2.0 nM 8.7 Binding affinity against human estrogen receptor beta (ER beta) in competitive b... 15006374
Estrogen receptor IC50 = 11.0 nM 7.96 Binding affinity against human estrogen receptor alpha in competitive binding as... 15006374
Estrogen receptor beta IC50 = 18.6 nM 7.73 Binding affinity for human Estrogen receptor beta 15887952
Estrogen receptor beta IC50 = 18.6 nM 7.73 Binding affinity for human Estrogen receptor beta 15887952
Estrogen receptor beta IC50 = 18.6 nM 7.73 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
Estrogen receptor beta IC50 = 18.6 nM 7.73 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
MCF7 IC50 = 40.0 nM 7.4 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 33257172
Estrogen receptor IC50 = 75.7 nM 7.12 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
Estrogen receptor IC50 = 75.7 nM 7.12 Binding Assay: The binding affinity and selectivity of candidate molecules yield... -
Estrogen receptor IC50 = 75.7 nM 7.12 Binding affinity for human Estrogen receptor Alpha 15887952
Estrogen receptor IC50 = 75.7 nM 7.12 Binding affinity for human Estrogen receptor Alpha 15887952
Casein kinase 2 IC50 = 200.0 nM 6.7 Inhibition of human CK2 using HRRRDDD-SDDD-NH2 as substrate after 30 mins by ADP... 30840451
Mus musculus IC50 = 900.0 nM 6.05 Reduction in hepatic steatosis in HFD-induced C57BL/6J mouse model assessed as r... 28189086
Maltase-glucoamylase IC50 = 6000.0 nM 5.22 Inhibition of Alpha-glucosidase (unknown origin) 28189086
Casein kinase II subunit alpha Ki = 7670.0 nM 5.12 Inhibition of CK2alpha (unknown origin) 31400711
Casein kinase 2 Ki = 7670.0 nM 5.12 Inhibition of CK2 (unknown origin) 33834781
Nuclear receptor subfamily 1 group I member 2 IC50 = 12000.0 nM 4.92 Antagonist activity at human PXR transfected in African green monkey CV1 cells a... 24828006
Neuraminidase IC50 = 37800.0 nM 4.42 Inhibition of Influenza A virus H5N1 neuraminidase 28189086
MCF7 IC50 = 50000.0 nM 4.3 Antiproliferative activity against human MCF7 cells assessed as inhibition of ce... 33257172

Literature References

PubMed DOI Target Context # Activities
15887952 10.1021/jm0490538 Estrogen receptor 4
15006374 10.1016/j.bmcl.2004.01.031 Estrogen receptor 3
33276991 10.1016/j.ejmech.2020.113034 Unchecked 2
15887952 10.1021/jm0490538 Estrogen receptor beta 2
33257172 10.1016/j.ejmech.2020.113037 MCF7 2
19772289 10.1021/jm900921c 3-keto-steroid reductase/17-beta-hydroxysteroid dehydrogenase 7 2
23062825 10.1016/j.bmc.2012.09.040 Acetylcholinesterase 1
- 10.6019/CHEMBL4296183 Candida albicans 1
- 10.6019/CHEMBL4296183 Klebsiella pneumoniae 1
28189086 10.1016/j.ejmech.2017.01.023 Mus musculus 1
29043803 10.1021/acs.jnatprod.6b01052 Chlamydia pneumoniae 1
29043803 10.1021/acs.jnatprod.6b01052 HL 1
24953601 10.1016/j.bmcl.2014.05.077 No relevant target 1
24828006 10.1021/jm500351m Nuclear receptor subfamily 1 group I member 2 1
23062825 10.1016/j.bmc.2012.09.040 Cholinesterase 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 1B1 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 1B3 1
22541068 10.1021/jm300212s Solute carrier organic anion transporter family member 2B1 1
17591441 10.1016/j.bmcl.2007.05.104 HUVEC 1
16134935 10.1021/jm050403f Androgen receptor 1

Data from ChEMBL 36 via Core Engine