propan-2-yl (4Z)-6-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hex-4-enoate

• ChemBase ID: 175669
• Molecular Formular: C25H38O5
• Molecular Mass: 418.56622
• Monoisotopic Mass: 418.27192432
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)O)CC[C@H](CCc1ccccc1)O)C/C=C\CCC(=O)OC(C)C
• Canonical SMILES: O[C@H](CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=C\CCC(=O)OC(C)C)O)CCc1ccccc1
• InChI: InChI=1S/C25H38O5/c1-18(2)30-25(29)12-8-4-7-11-21-22(24(28)17-23(21)27)16-15-20(26)14-13-19-9-5-3-6-10-19/h3-7,9-10,18,20-24,26-28H,8,11-17H2,1-2H3/b7-4-/t20-,21+,22+,23-,24+/m0/s1
• InChIKey: TVWRTVRQLFSGOX-HKRJXMPMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl (4Z)-6-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hex-4-enoate
• IUPAC Traditional name: isopropyl (4Z)-6-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hex-4-enoate
• Synonyms: Isopropyl-(Z)-6-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]-4-hexenoate; 2-Nor Latanoprost

Database IDs

• PubChem SID: 164231579
• PubChem CID: 71751221

CALCULATED PROPERTIES

• Acid pKa: 14.468507
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.5364437
• LogD (pH = 7.4): 3.5364435
• Log P: 3.5364437
• Molar Refractivity: 119.7366 cm^3
• Polarizability: 46.89422 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N707500

Latanoprost (L177280) analogue.