enprostil   Click here for help

GtoPdb Ligand ID: 1918

Synonyms: gardrin | RS 84135-004 | RS-84135
Compound class: Synthetic organic
Comment: The INN-assigned compound enprostil is a racemic mixture of two enantiomers, the structure of one of which is shown here and is also represented in the PubChem link above. We have chosen to link to the PubChem entry with the highest number of same-structure matches. The other enantiomer is represented by CID 6435207.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 93.06
Molecular weight 400.19
XLogP 3.19
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES COC(=O)CCC=C=CCC1C(=O)CC(C1C=CC(COc1ccccc1)O)O
Isomeric SMILES COC(=O)CCC=C=CC[C@H]1C(=O)C[C@H]([C@@H]1/C=C/[C@H](COc1ccccc1)O)O
InChI InChI=1S/C23H28O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-20,22,24,26H,8,11-12,15-16H2,1H3/b14-13+/t2?,17-,19-,20-,22-/m1/s1
InChI Key PTOJVMZPWPAXER-VFJVYMGBSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3R)-3-hydroxy-4-(phenoxy)but-1-enyl]-5-oxocyclopentyl]hepta-4,5-dienoate
International Nonproprietary Names Click here for help
INN number INN
5382 enprostil
Synonyms Click here for help
gardrin | RS 84135-004 | RS-84135
Database Links Click here for help
CAS Registry No. 73121-56-9 (source: Scifinder)
ChEMBL Ligand CHEMBL2104194
GtoPdb PubChem SID 135650232
PubChem CID 5311225
Search Google for chemical match using the InChIKey PTOJVMZPWPAXER-VFJVYMGBSA-N
Search Google for chemicals with the same backbone PTOJVMZPWPAXER
Search PubMed clinical trials enprostil
Search PubMed titles enprostil
Search PubMed titles/abstracts enprostil
UniChem Compound Search for chemical match using the InChIKey PTOJVMZPWPAXER-VFJVYMGBSA-N
UniChem Connectivity Search for chemical match using the InChIKey PTOJVMZPWPAXER-VFJVYMGBSA-N
Wikipedia Enprostil