iloprost   Click here for help

GtoPdb Ligand ID: 1895

Synonyms: Ventavis®
Approved drug Immunopharmacology Ligand
iloprost is an approved drug (EMA (2003), FDA (2004))
Compound class: Synthetic organic
Comment: Iloprost is a synthetic analogue of PGI2.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 77.76
Molecular weight 360.23
XLogP 3.19
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC#CCC(C(C=CC1C(O)CC2C1CC(=CCCCC(=O)O)C2)O)C
Isomeric SMILES CC#CCC([C@@H](/C=C/C1[C@H](O)C[C@H]2[C@@H]1C/C(=C/CCCC(=O)O)/C2)O)C
InChI InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18?,19-,20+,21+/m0/s1
InChI Key HIFJCPQKFCZDDL-SGSAMSKHSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (EMA (2003), FDA (2004))
IUPAC Name Click here for help
(5E)-5-[(3aS,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid
International Nonproprietary Names Click here for help
INN number INN
4972 iloprost
Synonyms Click here for help
Ventavis®
Database Links Click here for help
CAS Registry No. 78919-13-8
ChEBI CHEBI:63916
ChEMBL Ligand CHEMBL236025
DrugBank Ligand DB01088
GtoPdb PubChem SID 135650378
PubChem CID 6435378
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Wikipedia Iloprost