4-[2-({[(2R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-phenylbutanoic acid

• ChemBase ID: 221192
• Molecular Formular: C31H42N2O5
• Molecular Mass: 522.67558
• Monoisotopic Mass: 522.30937245
• SMILES: [C@@]12(C(=CC(=NOCC(=O)NCC(CC(=O)O)c3ccccc3)CC2)CCC2C1CC[C@]1(C2CCC1O)C)C
• Canonical SMILES: OC1CCC2[C@]1(C)CCC1C2CCC2=CC(=NOCC(=O)NCC(c3ccccc3)CC(=O)O)CC[C@]12C
• InChI: InChI=1S/C31H42N2O5/c1-30-14-12-23(17-22(30)8-9-24-25-10-11-27(34)31(25,2)15-13-26(24)30)33-38-19-28(35)32-18-21(16-29(36)37)20-6-4-3-5-7-20/h3-7,17,21,24-27,34H,8-16,18-19H2,1-2H3,(H,32,35)(H,36,37)/t21?,24?,25?,26?,27?,30-,31-/m0/s1
• InChIKey: KQGBJEZYOYEOPW-KHGAUUMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-({[(2R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-phenylbutanoic acid
• IUPAC Traditional name: 4-[2-({[(2R,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-phenylbutanoic acid

Database IDs

• PubChem SID: 164277102
• PubChem CID: 71753324

CALCULATED PROPERTIES

• Acid pKa: 4.304158
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.8420744
• LogD (pH = 7.4): 1.1279558
• Log P: 3.7869632
• Molar Refractivity: 145.6429 cm^3
• Polarizability: 56.975628 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Z/E Isomers
• Classification: Derivatives & analogs of Natural Compounds