4-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}benzoic acid

• ChemBase ID: 187374
• Molecular Formular: C27H39NO5
• Molecular Mass: 457.60226
• Monoisotopic Mass: 457.28282335
• SMILES: C(=O)(c1ccc(NC(=O)CCCCCC[C@H]2C(=O)CC[C@@H]2/C=C/[C@@H](O)CCCCC)cc1)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1CCC(=O)[C@@H]1CCCCCCC(=O)Nc1ccc(cc1)C(=O)O)O
• InChI: InChI=1S/C27H39NO5/c1-2-3-6-9-23(29)18-14-20-15-19-25(30)24(20)10-7-4-5-8-11-26(31)28-22-16-12-21(13-17-22)27(32)33/h12-14,16-18,20,23-24,29H,2-11,15,19H2,1H3,(H,28,31)(H,32,33)/b18-14+/t20-,23-,24+/m0/s1
• InChIKey: CCUUSOQXZDZSLW-HUHVCOMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}benzoic acid
• IUPAC Traditional name: 4-{7-[(1R,2R)-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanamido}benzoic acid

Database IDs

• PubChem SID: 164243284
• PubChem CID: 16396809

CALCULATED PROPERTIES

• Acid pKa: 4.1605372
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.4758315
• LogD (pH = 7.4): 2.7720182
• Log P: 5.831934
• Molar Refractivity: 132.4135 cm^3
• Polarizability: 50.403584 Å^3
• Polar Surface Area: 103.7 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds