17-phenyl-ω-trinor-PGE2   Click here for help

GtoPdb Ligand ID: 1912

Synonyms: 17-Ph-ω-trinor-PGE2 | 17-phenyl-ω-trinor-prostaglandin E2 | 17-phenyl-PGE2 | 17-phenyl-trinor-PGE2 | 17-pt-PGE2
Compound class: Synthetic organic
Comment: 17-phenyl-ω-trinor-PGE2 can activate EP1, EP3 and EP4 prostanoid receptors [4]. The ligand was evaluated for biological activity in cell and animal models; no quantitative data for direct interaction with the EP4 receptor was determined.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 94.83
Molecular weight 386.21
XLogP 2.53
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)CCCC=CCC1C(=O)CC(C1C=CC(CCc1ccccc1)O)O
Isomeric SMILES OC(=O)CCC/C=C\C[C@H]1C(=O)C[C@H]([C@@H]1/C=C/[C@H](CCc1ccccc1)O)O
InChI InChI=1S/C23H30O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-20,22,24,26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,22+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid
Synonyms Click here for help
17-Ph-ω-trinor-PGE2 | 17-phenyl-ω-trinor-prostaglandin E2 | 17-phenyl-PGE2 | 17-phenyl-trinor-PGE2 | 17-pt-PGE2
Database Links Click here for help
Specialist databases
GPCRdb Ligand 17-phenyl-omega-trinor-PGE2
Other databases
BindingDB Ligand 82094
ChEMBL Ligand CHEMBL1879970
GtoPdb PubChem SID 135651383
PubChem CID 5283068
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UniChem Connectivity Search for chemical match using the InChIKey FOBVMYJQWZOGGJ-XYRJXBATSA-N