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Compound Detail

CHEMBL304552

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Oc1ccc([C@H]2Sc3cc(O)ccc3O[C@H]2c2ccc(OCCN3CCCCC3)cc2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL304552
Phase Preclinical
Structure Type MOL
InChI Key TWZNCTCQAGRUGQ-RRPNLBNLSA-N
4
Targets
30
Activities
1
Assay Types
5
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.6
MW (Da)
5.93
ALogP
6
HBA
2
HBD
62.2
PSA (Ų)
0.47
QED
1
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C27H29NO4S
MW 463.60
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness -0.13

Activity Summary

IC50 30 meas. best 9.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL206
 IC50 9.1 9.0464 0.8 11
Estrogen receptor
CHEMBL2093866
 IC50 8.55 8.4025 2.8 4
MCF7
CHEMBL387
 IC50 8.55 8.54 2.8 3
Estrogen receptor beta
CHEMBL242
 IC50 8.35 7.3642 4.5 12

Pharmacokinetic Data

Parameter Value Units Species
CL 10.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.0 mL.min-1.kg-1 Rattus norvegicus
F 62.0 % Rattus norvegicus
F 31.0 % Rattus norvegicus
T1/2 3.4 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Estrogen receptor IC50 = 0.8 nM 9.1 Binding affinity for human estrogen receptor alpha 15203156
Estrogen receptor IC50 = 0.8 nM 9.1 Displacement of [3H]17-beta-estradiol from full length human estrogen receptor a... 15125925
Estrogen receptor IC50 = 0.8 nM 9.1 Binding affinity towards human recombinant Estrogen receptor alpha was determine... 15084115
Estrogen receptor IC50 = 0.8 nM 9.1 In vitro binding affinity for Estrogen receptor alpha in HEK293 cells 15084115
Estrogen receptor IC50 = 0.8 nM 9.1 Inhibition of estrogen receptor alpha 15745820
Estrogen receptor IC50 = 0.8 nM 9.1 Binding affinity for human estrogen receptor alpha 15664843
Estrogen receptor IC50 = 0.8 nM 9.1 Inhibition of bindign to recombinant human estrogen receptor alpha 15582421
Estrogen receptor IC50 = 0.8 nM 9.1 Binding potency for human ER alpha 15225685
Estrogen receptor IC50 = 0.8 nM 9.1 Binding potency for human ER alpha 15225686
Estrogen receptor IC50 = 0.8 nM 9.1 Binding affinity for human estrogen receptor alpha 15203155
Estrogen receptor IC50 = 2.8 nM 8.55 In vitro inhibition of estradiol-stimulated MCF-7 breast cancer cell proliferati... 15582421
MCF7 IC50 = 2.8 nM 8.55 In vitro antagonistic activity against MCF-7 cells was tested using proliferatio... 15225685
MCF7 IC50 = 2.8 nM 8.55 In vitro antagonistic activity against MCF-7 cells was tested using proliferatio... 15225686
Estrogen receptor IC50 = 3.0 nM 8.52 Inhibition of MCF-7 cell proliferation 15664843
Estrogen receptor IC50 = 3.0 nM 8.52 Inhibition of estrogen dependent human MCF-7 cell proliferation 15745820
MCF7 IC50 = 3.0 nM 8.52 Inhibition of MCF-7 cancer cell proliferation; Average of 7 measurements 15203156
Estrogen receptor IC50 = 3.1 nM 8.51 Binding affinity towards human estrogen receptor alpha 15109649
Estrogen receptor beta IC50 = 4.5 nM 8.35 Binding affinity for human estrogen receptor beta 15664843
Estrogen receptor IC50 = 9.6 nM 8.02 In vivo inhibition of human ERalpha/ERbeta co-expressed in HEK 293 cells 15109649
Estrogen receptor beta IC50 = 43.0 nM 7.37 Inhibition of human estrogen receptor 2 using tritiated estradiol incubated for ... 15993065

Literature References

PubMed DOI Target Context # Activities
15084115 10.1021/jm034243o Estrogen receptor 8
15582421 10.1016/j.bmcl.2004.10.036 Estrogen receptor 5
15225685 10.1016/j.bmcl.2004.05.074 Estrogen receptor 4
15203155 10.1016/j.bmcl.2004.04.100 Estrogen receptor 4
15225686 10.1016/j.bmcl.2004.05.073 Estrogen receptor 4
15664843 10.1016/j.bmcl.2004.11.018 Estrogen receptor 4
15745820 10.1016/j.bmcl.2005.01.046 Estrogen receptor 4
15109649 10.1016/j.bmcl.2004.02.084 Estrogen receptor 4
15125925 10.1016/j.bmcl.2004.03.074 Rattus norvegicus 3
15125925 10.1016/j.bmcl.2004.03.074 Estrogen receptor 3
15084115 10.1021/jm034243o Estrogen receptor beta 2
30086626 10.1021/acs.jmedchem.8b00921 Rattus norvegicus 2
15203156 10.1016/j.bmcl.2004.04.101 Estrogen receptor 2
15125925 10.1016/j.bmcl.2004.03.074 Estrogen receptor beta 1
15203156 10.1016/j.bmcl.2004.04.101 MCF7 1
15203156 10.1016/j.bmcl.2004.04.101 Estrogen receptor beta 1
15664843 10.1016/j.bmcl.2004.11.018 Estrogen receptor beta 1
15203155 10.1016/j.bmcl.2004.04.100 MCF7 1
15582421 10.1016/j.bmcl.2004.10.036 Estrogen receptor beta 1
15203155 10.1016/j.bmcl.2004.04.100 Estrogen receptor beta 1

Data from ChEMBL 36 via Core Engine