A series of 17##-(heteroaryl)vinyl estradiols was prepared to evaluate the influence of heteroatom on the affinity and efficacy of estrogenic ligands for the estrogen receptor-alpha ligand binding domain (ER##-LBD). The products demonstrated reduced binding affinity compared to the parent 17##-E-phenyl vinyl estradiol, but the binding was relatively independent of the heteroatom. The greatest more ..
Target
Tested Compounds:
Description:
Title: Synthesis and evaluation of 17##-E-20-(heteroaryl)norpregn-1,3,5(10),20 tetraene-3,17##-diols [17##-(heteroaryl)vinyl estradiols] as ligands for the estrogen receptor-## ligand binding domain (ER##-LBD).
Abstract: A series of 17##-(heteroaryl)vinyl estradiols was prepared to evaluate the influence of heteroatom on the affinity and efficacy of estrogenic ligands for the estrogen receptor-alpha ligand binding domain (ER##-LBD). The products demonstrated reduced binding affinity compared to the parent 17##-E-phenyl vinyl estradiol, but the binding was relatively independent of the heteroatom. The greatest influence of the heteroatom was evident in the efficacy of the compounds as the thienyl derivatives 2f,g were more potent than either the pyridyl 2b-d or pyrimidinyl 2e analogs. The results suggest that a subtle interplay of interactions between the ligands and the receptor influences the biological response.
(PMID: 22178552)
Abstract: A series of 17##-(heteroaryl)vinyl estradiols was prepared to evaluate the influence of heteroatom on the affinity and efficacy of estrogenic ligands for the estrogen receptor-alpha ligand binding domain (ER##-LBD). The products demonstrated reduced binding affinity compared to the parent 17##-E-phenyl vinyl estradiol, but the binding was relatively independent of the heteroatom. The greatest influence of the heteroatom was evident in the efficacy of the compounds as the thienyl derivatives 2f,g were more potent than either the pyridyl 2b-d or pyrimidinyl 2e analogs. The results suggest that a subtle interplay of interactions between the ligands and the receptor influences the biological response.
(PMID: 22178552)
Categorized Comment
ChEMBL Assay Type: Binding
ChEMBL Assay Data Source: Scientific Literature
ChEMBL Target ID: 19
ChEMBL target type: Target is a single protein chain
ChEMBL Assay Data Source: Scientific Literature
ChEMBL Target ID: 19
ChEMBL target type: Target is a single protein chain
Result Definitions
| TID | Name | Description | Histogram | Type | Unit | |
|---|---|---|---|---|---|---|
| Outcome | The BioAssay activity outcome | Outcome | ||||
| 1 | RBA activity comment | RBA activity comment | String | |||
| 2 | RBA standard flag | RBA standard flag |  | Integer | ||
| 3 | RBA qualifier | RBA qualifier | String | |||
| 4 | RBA published value | RBA published value | | Float | ||
| 5 | RBA standard value | RBA standard value | | Float |
Data Table (Concise)
Classification
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