bimatoprost (free acid form)   Click here for help

GtoPdb Ligand ID: 1959

Synonyms: 17-phenyl-ω-trinor-PGF
Compound class: Synthetic organic
Comment: Formed from the in vivo metabolism of the prodrug bimatoprost.
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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 97.99
Molecular weight 388.22
XLogP 2.94
No. Lipinski's rules broken 1
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Canonical SMILES OC(=O)CCCC=CCC1C(O)CC(C1C=CC(CCc1ccccc1)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](CCc1ccccc1)O)O
InChI InChI=1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,14-15,18-22,24-26H,2,7,10-13,16H2,(H,27,28)/b6-1-,15-14+/t18-,19+,20+,21-,22+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Prodrug bimatoprost
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]hept-5-enoic acid
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Specialist databases
GPCRdb Ligand bimatoprost (free acid form)
Other databases
CAS Registry No. 38344-08-0 (source: Scifinder)
GtoPdb PubChem SID 135649996
PubChem CID 5283081
Search Google for chemical match using the InChIKey YFHHIZGZVLHBQZ-KDACTHKWSA-N
Search Google for chemicals with the same backbone YFHHIZGZVLHBQZ
UniChem Compound Search for chemical match using the InChIKey YFHHIZGZVLHBQZ-KDACTHKWSA-N
UniChem Connectivity Search for chemical match using the InChIKey YFHHIZGZVLHBQZ-KDACTHKWSA-N