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

• ChemBase ID: 190391
• Molecular Formular: C28H40N2O5
• Molecular Mass: 484.6276
• Monoisotopic Mass: 484.29372239
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NCCCCC(=O)O)/CC2)CCC2C1CC[C@]1(C2CC[C@]1(C#C)O)C)C
• Canonical SMILES: C[C@@]12CC/C(=N\OCC(=O)NCCCCC(=O)O)/C=C2CCC2C1CC[C@]1(C2CC[C@@]1(O)C#C)C
• InChI: InChI=1S/C28H40N2O5/c1-4-28(34)15-12-23-21-9-8-19-17-20(10-13-26(19,2)22(21)11-14-27(23,28)3)30-35-18-24(31)29-16-6-5-7-25(32)33/h1,17,21-23,34H,5-16,18H2,2-3H3,(H,29,31)(H,32,33)/t21?,22?,23?,26-,27-,28-/m0/s1
• InChIKey: JDITZWADFKGZGB-OGJMHFDUSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164246301
• PubChem CID: 16397518

CALCULATED PROPERTIES

• Acid pKa: 4.2270813
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.858174
• LogD (pH = 7.4): 0.16795927
• Log P: 2.8691175
• Molar Refractivity: 133.1471 cm^3
• Polarizability: 51.827385 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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