isocarbacyclin   Click here for help

GtoPdb Ligand ID: 1934

Synonyms: 9-O-methanoprostaglandin I
Compound class: Synthetic organic
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 77.76
Molecular weight 350.25
XLogP 4
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES CCCCCC(C=CC1C(O)CC2C1CC(=C2)CCCCC(=O)O)O
Isomeric SMILES CCCCC[C@@H](/C=C/[C@H]1[C@H](O)C[C@H]2[C@@H]1CC(=C2)CCCCC(=O)O)O
InChI InChI=1S/C21H34O4/c1-2-3-4-8-17(22)10-11-18-19-13-15(7-5-6-9-21(24)25)12-16(19)14-20(18)23/h10-12,16-20,22-23H,2-9,13-14H2,1H3,(H,24,25)/b11-10+/t16-,17-,18+,19-,20+/m0/s1
InChI Key JANVYOZZTKSZGN-WCAFQOMDSA-N
Selectivity at GPCRs
Key to terms and symbols Click column headers to sort
Target Sp. Type Action Value Parameter Concentration range (M) Reference
IP receptor Mm Agonist Full agonist 7.8 pKi - 1
pKi 7.8 [1]
EP3 receptor Mm Agonist Full agonist 7.5 pKi - 1
pKi 7.5 (Ki 3.1x10-8 M) [1]
EP2 receptor Mm Agonist Full agonist 6.0 pKi - 1
pKi 6.0 [1]