propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate

• ChemBase ID: 178830
• Molecular Formular: C26H35F3O6
• Molecular Mass: 500.5477096
• Monoisotopic Mass: 500.2385735
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)O)/C=C/[C@@H](COc1cccc(c1)C(F)(F)F)O)C/C=C\CCCC(=O)OC(C)C
• Canonical SMILES: CC(OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@@H](COc1cccc(c1)C(F)(F)F)O)O)C
• 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+/m0/s1
• InChIKey: MKPLKVHSHYCHOC-AURHPGDUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate
• IUPAC Traditional name: isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate
• Synonyms: (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1E,3S)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-buten-1-yl]cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester; 15-epi Travoprost

Database IDs

• PubChem SID: 164234740
• PubChem CID: 35023509

CALCULATED PROPERTIES

• Acid pKa: 13.948069
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.839193
• LogD (pH = 7.4): 3.839193
• Log P: 3.839193
• Molar Refractivity: 127.8575 cm^3
• Polarizability: 48.49126 Å^3
• Polar Surface Area: 96.22 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T715605

An epimeric impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600).