vapiprost   Click here for help

GtoPdb Ligand ID: 1976

Synonyms: GR 32191 | GR-32191 | GR32191
Compound class: Synthetic organic
Comment: The chirality of vapiprost as specified by the INN document is (Z)-(1R,2R,3S,5S)- and it is this structure that is shown here, and matches that specified by the PubChem link above. Vapiprost is also represented as with the chirality shown by CID 6436588.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 70
Molecular weight 477.29
XLogP 5.62
No. Lipinski's rules broken 2
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Canonical SMILES OC(=O)CCC=CCCC1C(OCc2ccc(cc2)c2ccccc2)CC(C1N1CCCCC1)O
Isomeric SMILES OC(=O)CC/C=C\CC[C@H]1[C@@H](OCc2ccc(cc2)c2ccccc2)C[C@@H]([C@@H]1N1CCCCC1)O
InChI InChI=1S/C30H39NO4/c32-27-21-28(35-22-23-15-17-25(18-16-23)24-11-5-3-6-12-24)26(13-7-1-2-8-14-29(33)34)30(27)31-19-9-4-10-20-31/h1-3,5-6,11-12,15-18,26-28,30,32H,4,7-10,13-14,19-22H2,(H,33,34)/b2-1-/t26-,27-,28-,30+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3S,5S)-3-hydroxy-5-[(4-phenylphenyl)methoxy]-2-piperidin-1-ylcyclopentyl]hept-4-enoic acid
International Nonproprietary Names Click here for help
INN number INN
6219 vapiprost
Synonyms Click here for help
GR 32191 | GR-32191 | GR32191
Database Links Click here for help
Specialist databases
GPCRdb Ligand vapiprost
Other databases
CAS Registry No. 85505-64-2 (source: Scifinder)
ChEMBL Ligand CHEMBL65030
GtoPdb PubChem SID 135650318
PubChem CID 6918030
Search Google for chemical match using the InChIKey GQGRDYWMOPRROR-XUSMOFMBSA-N
Search Google for chemicals with the same backbone GQGRDYWMOPRROR
Search PubMed clinical trials vapiprost
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UniChem Compound Search for chemical match using the InChIKey GQGRDYWMOPRROR-XUSMOFMBSA-N
UniChem Connectivity Search for chemical match using the InChIKey GQGRDYWMOPRROR-XUSMOFMBSA-N