butaprost (free acid form)   

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.
2D Structure
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Physico-chemical Properties
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
SMILES / InChI / InChIKey
Canonical SMILES CCCC1(CCC1)C(CC=CC1C(O)CC(=O)C1CCCCCCC(=O)O)O
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
InChI Key PAYNQYXOKJDXAV-ZHIWTBQHSA-N
Classification
Compound class Synthetic organic
IUPAC Name
7-[(1R,2R,3R)-3-hydroxy-2-[(E,4S)-4-hydroxy-4-(1-propylcyclobutyl)but-1-enyl]-5-oxocyclopentyl]heptanoic acid
Synonyms
butaprost acid
Comments
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.
Database Links
ChEMBL Ligand CHEMBL1628262
GtoPdb PubChem SID 135650038
PubChem CID 25886893
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