ONO-9054   Click here for help

GtoPdb Ligand ID: 9875

Synonyms: sepetaprost
Compound class: Synthetic organic
Comment: Agonist at both the prostanoid FP and EP3 receptors that has clinical efficacy as an ocular hypotensive agent [1-2,4].
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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 85.22
Molecular weight 482.25
XLogP 4.03
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(OC(=O)CCCC1CCC2C(OC1)CC(C2C=CC(COc1cc(F)ccc1F)O)O)C
Isomeric SMILES CC(OC(=O)CCC[C@H]1CC[C@H]2[C@@H](OC1)C[C@H]([C@@H]2/C=C/[C@H](COc1cc(F)ccc1F)O)O)C
InChI InChI=1S/C26H36F2O6/c1-16(2)34-26(31)5-3-4-17-6-9-21-20(23(30)13-24(21)32-14-17)10-8-19(29)15-33-25-12-18(27)7-11-22(25)28/h7-8,10-12,16-17,19-21,23-24,29-30H,3-6,9,13-15H2,1-2H3/b10-8+/t17-,19+,20+,21+,23+,24-/m0/s1
InChI Key BKVUSNOUTQMSBE-XCMGCKIWSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
propan-2-yl 4-[(3S,5aR,6R,7R,8aS)-6-[(E,3R)-4-(2,5-difluorophenoxy)-3-hydroxybut-1-enyl]-7-hydroxy-3,4,5,5a,6,7,8,8a-octahydro-2H-cyclopenta[b]oxepin-3-yl]butanoate
Synonyms Click here for help
sepetaprost
Database Links Click here for help
CAS Registry No. 1262873-06-2
DrugBank Ligand DB12043
GtoPdb PubChem SID 363894169
PubChem CID 50902259
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UniChem Connectivity Search for chemical match using the InChIKey BKVUSNOUTQMSBE-XCMGCKIWSA-N