BDBM19441 2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol::CHEMBL81::Evista::Keoxifene::RALOXIFENE HYDROCHLORIDE::Raloxifene::Raloxifene (7)::Raloxifene, 6::[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone::cid_11071264

SMILES Oc1ccc(cc1)-c1sc2cc(O)ccc2c1C(=O)c1ccc(OCCN2CCCCC2)cc1

InChI Key InChIKey=GZUITABIAKMVPG-UHFFFAOYSA-N

Data  27 KI  95 IC50  2 Kd  11 EC50

PDB links: 10 PDB IDs match this monomer.

  Tab Delimited (TSV)   2D SDfile   Computed 3D by Vconf -m prep SDfile
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Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 129 hits for monomerid = 19441   

TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.0300nMAssay Description:Antagonistic activity against estrogen receptor alpha in presence of 0.1 nM estradiolMore data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.220nMAssay Description:Ability to displace [3H]-17-beta-estradiol from Estrogen receptor alpha by scintillation proximity assay.More data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.370nM ΔG°:  -12.7kcal/mole EC50:  4.32nMpH: 7.5 T: 2°CAssay Description:The binding affinities were determined by a competitive radiometric binding assay using [3H]estradiol as tracer. The Kd for 3H-estradiol was determin...More data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.370nMAssay Description:Displacement of [3H]estradiol from ERalpha after 4 hrs by scintillation countingMore data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.380nMAssay Description:Binding affinity to ERalpha ligand binding domainMore data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.400nMAssay Description:Binding affinity for estrogen receptor alphaMore data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.430nMAssay Description:Binding affinity to ERalpha (unknown origin)More data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.870nMAssay Description:Uncompetitive type inhibition of human AOX assessed as inhibition constant using phthalazine as substrate preincubated for 30 mins followed by substr...More data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.870nMAssay Description:Uncompetitive type inhibition of human AOX assessed as inhibition constant using vanillin as substrate by HPLC-MS analysisMore data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.870nMAssay Description:Uncompetitive type inhibition of human AOX assessed as inhibition constant using nicotine-1(S)-iminium ion as substrate incubated for 2 mins by HPLC-...More data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  0.870nMAssay Description:Uncompetitive inhibition of human liver cytosolic aldehyde oxidase using phthalazine as substrate assessed as enzyme-substrate complex by Lineweaver-...More data for this Ligand-Target Pair
Target3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase(Homo sapiens (Human))
University of Innsbruck

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  1nMAssay Description:Affinity for human EMP expressed in ERG2 deficient strain of Sacchromyces cerevisiae using [3H]ifenprodil or (+)-[3H]pentazocine as radioligandMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  2nMAssay Description:Displacement of [3H]estradiol from full length biotinylated human ERalpha by scintillation proximity assayMore data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  2.30nMAssay Description:Competitive inhibition of human liver cytosolic aldehyde oxidase using DACA as substrate assessed as free enzyme by Lineweaver-Burk plot analysisMore data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  2.74nM ΔG°:  -11.6kcal/mole EC50:  4.32nMpH: 7.5 T: 2°CAssay Description:The binding affinities were determined by a competitive radiometric binding assay using [3H]estradiol as tracer. The Kd for 3H-estradiol was determin...More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  2.74nMAssay Description:Displacement of [3H]estradiol from ERbeta after 4 hrs by scintillation countingMore data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  4.30nMAssay Description:Binding affinity for estrogen receptor betaMore data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  4.30nMAssay Description:Binding affinity to ERbeta (unknown origin)More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  4.5nMAssay Description:Antagonistic activity against estrogen receptor beta in presence of 0.1 nM estradiolMore data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  10nMAssay Description:Ability to displace [3H]-17-beta-estradiol from Estrogen receptor beta by scintillation proximity assay.More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  23nMAssay Description:Displacement of [3H]estradiol from full length biotinylated human ERbeta by scintillation proximity assayMore data for this Ligand-Target Pair
TargetSigma non-opioid intracellular receptor 1(Homo sapiens (Human))
University of Innsbruck

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  38nMAssay Description:Affinity for sigma receptor type 1 of guinea pig using [3H]ifenprodil or (+)-[3H]pentazocine radioligandMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetC-8 sterol isomerase ERG2(Saccharomyces cerevisiae)
University of Innsbruck

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  66nMAssay Description:Affinity for ERG2 of Sacchromyces cerevisiae using [3H]ifenprodil or (+)-[3H]pentazocine radioligandMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
Target5-hydroxytryptamine receptor 2B(Homo sapiens (Human))
University of North Carolina at Chapel Hill

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  69nMAssay Description:Displacement of [3H]LSD from human cloned 5HT2B receptor expressed in CHO cells by liquid scintillation countingMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
Target5-hydroxytryptamine receptor 6(Homo sapiens (Human))
University of North Carolina at Chapel Hill

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  750nMAssay Description:Displacement of [3H]LSD from human 5HT6 receptor expressed in HEK293 cells after 1.5 hrs by liquid scintillation countingMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetCytochrome P450 3A4(Homo sapiens (Human))
Pfizer Inc

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  9.90E+3nMAssay Description:Inhibition of CYP3A4 in human liver microsomesMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMedDrugBank

TargetCytochrome P450 3A4(Homo sapiens (Human))
Pfizer Inc

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataKi:  9.90E+3nMAssay Description:Mechanism based inhibition of human cytochrome P450 3A4 measured by testosterone 6-beta hydroxylationMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMedDrugBank

TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  20.6nMpH: 7.5 T: 2°CAssay Description:Arzoxifene and its analogues were assayed in the standard ER competitive radioligand binding assay, using full length human recombinant ER-alpha and ...More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  557nMpH: 7.5 T: 2°CAssay Description:Arzoxifene and its analogues were assayed in the standard ER competitive radioligand binding assay, using full length human recombinant ER-alpha and ...More data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  22nM EC50:  2.40nMpH: 7.4 T: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  260nM EC50:  341nMT: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  22nM EC50:  2.40nMpH: 7.4 T: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  260nM EC50:  341nMT: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  22nMpH: 7.4 T: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  260nMpH: 7.4 T: 2°CAssay Description:Radioligand binding assay was performed by using 96-well microtiterplates containing ER, 17beta-estradiol, and the test compound to be tested and SPA...More data for this Ligand-Target Pair
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  4.30E+3nMT: 2°CAssay Description:PLD in vitro enzymatic assay using phospholipase D1(PLD1).More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  3.40E+3nMT: 2°CAssay Description:PLD in vitro enzymatic assay using phospholipase D2(PLD2).More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50: >2.00E+4nMT: 2°CAssay Description:Phopholipase D1(PLD)enzymatic inhibition assay using PLD1.d311More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataEC50:  8.50E+3nMT: 2°CAssay Description:cell-based assay using human non-small-cell lung cancer cell line, Calu-1More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataEC50:  1.00E+4nMT: 2°CAssay Description:cell-based assay using HEK293-gfpPLD2 cell lineMore data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetUbiquitin-conjugating enzyme E2 N(Homo sapiens (Human))
Burnham Center for Chemical Genomics

Curated by PubChem BioAssay
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  1.75E+4nMAssay Description:Data Source: Sanford-Burnham Center for Chemical Genomics (SBCCG) Source Affiliation: Sanford-Burnham Medical Research Institute (SBMRI, San Diego CA...More data for this Ligand-Target Pair
In DepthDetails PCBioAssay
TargetBcl-2-related protein A1(Mus musculus (Mouse))
Burnham Center for Chemical Genomics

Curated by PubChem BioAssay
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50: >2.00E+4nMAssay Description:Data Source: Sanford-Burnham Center for Chemical Genomics (SBCCG) Source Affiliation: Sanford-Burnham Medical Research Institute (SBMRI, San Diego CA...More data for this Ligand-Target Pair
In DepthDetails PCBioAssay
TargetUbiquitin-conjugating enzyme E2 N(Homo sapiens (Human))
Burnham Center for Chemical Genomics

Curated by PubChem BioAssay
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  1.42E+4nMAssay Description:Data Source: Sanford-Burnham Center for Chemical Genomics (SBCCG) Source Affiliation: Sanford-Burnham Medical Research Institute (SBMRI, San Diego CA...More data for this Ligand-Target Pair
In DepthDetails PCBioAssay
TargetPhospholipase D1(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  1.20E+4nMAssay Description:Cells were seeded into 12-well tissue culture plates to reach 90% confluence at the time of assay. All cell types, aside from the HEK293-gfpPLD2 cell...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase D2(Homo sapiens (Human))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  5.00E+3nMAssay Description:Cells were seeded into 12-well tissue culture plates to reach 90% confluence at the time of assay. All cell types, aside from the HEK293-gfpPLD2 cell...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetPhospholipase(Pseudomonas aeruginosa (g-Proteobacteria))
Vanderbilt University

LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  4.00E+3nMpH: 7.5Assay Description:In brief, 6 nM purified PldA was incubated with liposomes containing 90 μM 1,2-dioleoyl-sn-glycero-3-phospho-(1′-rac-glycerol), 10 μM...More data for this Ligand-Target Pair
In DepthDetails ArticlePubMed
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  0.720nMAssay Description:Antagonist effect on transcriptional activation in MCF-7 cells expressing estrogen receptor alphaMore data for this Ligand-Target Pair
TargetEstrogen receptor beta(Homo sapiens (Human))
Eli Lilly and Company

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  0.200nMAssay Description:In vitro inhibition of estrogen-stimulated MCF-7 cell proliferationMore data for this Ligand-Target Pair
TargetEstrogen receptor(Homo sapiens (Human))
University of California

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  0.720nMAssay Description:In vitro antagonist effect on estrogen receptor alpha transcriptional activation in MCF-7 cells against 10 pM 17-beta-estradiolMore data for this Ligand-Target Pair
TargetAldehyde oxidase(Homo sapiens (Human))
NOVA University Lisbon

Curated by ChEMBL
LigandPNGBDBM19441(2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethox...)
Affinity DataIC50:  3nMAssay Description:Inhibition of human aldehyde oxidaseMore data for this Ligand-Target Pair
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