(Z)-8-[(2R,3S,4R)-4-Hydroxy-2-((E)-(R)-3-hydroxy-4-phenoxy-but-1-enyl)-tetrahydro-furan-3-yl]-oct-4-enoic acid

ID: ALA184249

Chembl Id: CHEMBL184249

PubChem CID: 44393420

Max Phase: Preclinical

Molecular Formula: C22H30O6

Molecular Weight: 390.48

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CC/C=C\CCC[C@H]1[C@@H](O)CO[C@@H]1/C=C/[C@@H](O)COc1ccccc1

Standard InChI:  InChI=1S/C22H30O6/c23-17(15-27-18-9-5-4-6-10-18)13-14-21-19(20(24)16-28-21)11-7-2-1-3-8-12-22(25)26/h1,3-6,9-10,13-14,17,19-21,23-24H,2,7-8,11-12,15-16H2,(H,25,26)/b3-1-,14-13+/t17-,19+,20+,21-/m1/s1

Standard InChI Key:  ITIXNUZFXYCYOE-JABKGTPHSA-N

Associated Targets(Human)

PTGFR Tclin Prostanoid FP receptor (687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

PTGFR Prostanoid FP receptor (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 390.48Molecular Weight (Monoisotopic): 390.2042AlogP: 2.95#Rotatable Bonds: 12
Polar Surface Area: 96.22Molecular Species: ACIDHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.66CX Basic pKa: CX LogP: 2.89CX LogD: 0.21
Aromatic Rings: 1Heavy Atoms: 28QED Weighted: 0.38Np Likeness Score: 1.46

References

1. Selliah RD, Hellberg MR, Sharif NA, McLaughlin MA, Williams GW, Scott DA, Earnest D, Haggard KS, Dean WD, Delgado P, Gaines MS, Conrow RE, Klimko PG..  (2004)  AL-12182, a novel 11-oxa prostaglandin analog with topical ocular hypotensive activity in the monkey.,  14  (17): [PMID:15357985] [10.1016/j.bmcl.2004.06.037]

Source