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Compound Detail

CHEMBL279301

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CC/C(=C(/c1ccc(O)cc1)c1ccc(OCCN(C)C)cc1)c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL279301
Phase Preclinical
Structure Type MOL
InChI Key TXUZVZSFRXZGTL-OCEACIFDSA-N
4
Targets
8
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

387.5
MW (Da)
5.70
ALogP
3
HBA
1
HBD
32.7
PSA (Ų)
0.50
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C26H29NO2
MW 387.52
Aromatic Rings 3
Heavy Atoms 29
NP-Likeness -0.21

Activity Summary

IC50 7 meas. best 9.0
EC50 1 meas. best 10.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
MCF7
CHEMBL387
 EC50 10.8 10.8 0.0 1
Estrogen receptor beta
CHEMBL242
 IC50 9.0 8.89 1.0 2
Estrogen receptor
CHEMBL206
 IC50 8.65 8.645 2.2 2
MCF7
CHEMBL387
 IC50 7.66 6.485 22.0 2
COS-7
CHEMBL614564
 IC50 5.06 5.06 8690.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
MCF7 EC50 = 0.016 nM 10.8 Effective dose for [3H]- estradiol against proliferation of MCF-7 cells 2769681
Estrogen receptor beta IC50 = 0.99 nM 9.0 Antagonist activity at ERbeta (unknown origin) expressed in human U2OS cells ass... 32169784
Estrogen receptor beta IC50 = 1.68 nM 8.78 Displacement of fluorescent-labelled E2 from recombinant human GST-tagged ERbeta... 32169784
Estrogen receptor IC50 = 2.24 nM 8.65 Displacement of fluorescent-labelled E2 from recombinant human GST-tagged ERalph... 32169784
Estrogen receptor IC50 = 2.28 nM 8.64 Antagonist activity at ERalpha (unknown origin) expressed in human U2OS cells as... 32169784
MCF7 IC50 = 22.0 nM 7.66 In vitro inhibition of MCF-7 cell proliferation compared to 0.1 nM [3H]-estradio... 2769681
MCF7 IC50 = 4940.0 nM 5.31 Antiproliferative activity against human MCF7 cells assessed as reduction in cel... 32169784
COS-7 IC50 = 8690.0 nM 5.06 Cytotoxicity against African green monkey COS7 cells assessed as reduction in ce... 32169784

Literature References

PubMed DOI Target Context # Activities
2769681 10.1021/jm00129a013 MCF7 6
32169784 10.1016/j.ejmech.2020.112191 Estrogen receptor 4
2769681 10.1021/jm00129a013 Estrogen receptor 3
32169784 10.1016/j.ejmech.2020.112191 Estrogen receptor beta 3
32169784 10.1016/j.ejmech.2020.112191 COS-7 2
3385723 10.1021/jm00402a005 Estrogen receptor 2
32169784 10.1016/j.ejmech.2020.112191 MCF7 2
32169784 10.1016/j.ejmech.2020.112191 MDA-MB-231 2
32169784 10.1016/j.ejmech.2020.112191 SK-BR-3 2
20334368 10.1021/jm901907u MCF7 2
1738150 10.1021/jm00081a021 Protein kinase C, PKC; classical 2
1738150 10.1021/jm00081a021 MCF7S 2
2769681 10.1021/jm00129a013 BT-20 2
2769681 10.1021/jm00129a013 Anti-estrogen binding site (AEBS) 2
20334368 10.1021/jm901907u NON-PROTEIN TARGET 1
15828819 10.1021/jm049268h No relevant target 1
28189393 10.1016/j.bmc.2017.01.019 Steroid hormone receptor ERR2 1
28189393 10.1016/j.bmc.2017.01.019 Estrogen-related receptor gamma 1
28189393 10.1016/j.bmc.2017.01.019 Steroid hormone receptor ERR1 1
1738150 10.1021/jm00081a021 Unchecked 1

Data from ChEMBL 36 via Core Engine