(E)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-5-enoic acid isopropyl ester

ID: ALA185484

Chembl Id: CHEMBL185484

PubChem CID: 6438324

Max Phase: Preclinical

Molecular Formula: C26H35F3O6

Molecular Weight: 500.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)CCC/C=C/C[C@@H]1[C@@H](/C=C/C(O)COc2cccc(C(F)(F)F)c2)[C@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3+,13-12+/t19?,21-,22-,23+,24-/m1/s1

Standard InChI Key:  MKPLKVHSHYCHOC-ZRUANHCFSA-N

Alternative Forms

1. Parent:

   

   ALA185484

   (E)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(E)-3-hydroxy-4-(3-trifluoromethyl-phenoxy)-but-1-enyl]-cyclopentyl}-hept-5-enoic acid isopropyl ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.55

Molecular Weight (Monoisotopic): 500.2386

AlogP: 4.43

#Rotatable Bonds: 12

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: 0.45

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

Source(1):

• Scientific Literature