butaprost (free acid form)   Click here for help

GtoPdb Ligand ID: 1892

Synonyms: butaprost acid
Compound class: Synthetic organic
Comment: The free acid form of butaprost shown here is often used experimentally. However, the INN-assigned structure of butaprost does not have the free acid group.
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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 13
Topological polar surface area 94.83
Molecular weight 394.27
XLogP 3.75
No. Lipinski's rules broken 1
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Isomeric SMILES CCCC1(CCC1)[C@H](C/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O
InChI InChI=1S/C23H38O5/c1-2-13-23(14-8-15-23)21(26)11-7-10-18-17(19(24)16-20(18)25)9-5-3-4-6-12-22(27)28/h7,10,17-18,20-21,25-26H,2-6,8-9,11-16H2,1H3,(H,27,28)/b10-7+/t17-,18-,20-,21+/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
7-[(1R,2R,3R)-3-hydroxy-2-[(E,4S)-4-hydroxy-4-(1-propylcyclobutyl)but-1-enyl]-5-oxocyclopentyl]heptanoic acid
Synonyms Click here for help
butaprost acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand butaprost (free acid form)
Other databases
ChEMBL Ligand CHEMBL1628262
GtoPdb PubChem SID 135650038
PubChem CID 25886893
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