(Z)-8-{(2R,3S,4R)-4-Hydroxy-2-[(E)-(R)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-tetrahydro-furan-3-yl}-oct-6-enoic acid

ID: ALA186192

Chembl Id: CHEMBL186192

PubChem CID: 44393462

Max Phase: Preclinical

Molecular Formula: C23H29F3O6

Molecular Weight: 458.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CCCC/C=C\C[C@H]1[C@@H](O)CO[C@@H]1/C=C/[C@@H](O)COc1cccc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C23H29F3O6/c24-23(25,26)16-7-6-8-18(13-16)31-14-17(27)11-12-21-19(20(28)15-32-21)9-4-2-1-3-5-10-22(29)30/h2,4,6-8,11-13,17,19-21,27-28H,1,3,5,9-10,14-15H2,(H,29,30)/b4-2-,12-11+/t17-,19+,20+,21-/m1/s1

Standard InChI Key:  LZIPRNCBZWUUBX-WYULLOFSSA-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: 458.47Molecular Weight (Monoisotopic): 458.1916AlogP: 3.97#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: 3.77CX LogD: 1.10
Aromatic Rings: 1Heavy Atoms: 32QED Weighted: 0.32Np Likeness Score: 0.85

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