cloprostenol   Click here for help

GtoPdb Ligand ID: 1894

Synonyms: ICI 80996
Compound class: Synthetic organic
Comment: The INN-assigned compound of cloprostenol is a racemic mixture of two enantiomers. The structure shown here represents one of these enantiomers.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 11
Topological polar surface area 107.22
Molecular weight 424.17
XLogP 3.06
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCCC=CCC1C(O)CC(C1C=CC(COc1cccc(c1)Cl)O)O
Isomeric SMILES OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)Cl)O)O
InChI InChI=1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
InChI Key VJGGHXVGBSZVMZ-QIZQQNKQSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R,5S)-2-[(E,3R)-4-(3-chlorophenoxy)-3-hydroxybut-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid
International Nonproprietary Names Click here for help
INN number INN
3793 cloprostenol
Synonyms Click here for help
ICI 80996
Database Links Click here for help
BindingDB Ligand 50085910
CAS Registry No. 40665-92-7 (source: Scifinder)
ChEMBL Ligand CHEMBL37853
GtoPdb PubChem SID 135650113
PubChem CID 5311053
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UniChem Compound Search for chemical match using the InChIKey VJGGHXVGBSZVMZ-QIZQQNKQSA-N
UniChem Connectivity Search for chemical match using the InChIKey VJGGHXVGBSZVMZ-QIZQQNKQSA-N