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

• ChemBase ID: 193809
• Molecular Formular: C27H36N2O7
• Molecular Mass: 500.58394
• Monoisotopic Mass: 500.2522515
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(CC(=O)O)C(=O)O)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: C#C[C@@]1(O)CCC2[C@]1(C)CCC1C2CCC2=C/C(=N/OCC(=O)NC(C(=O)O)CC(=O)O)/CC[C@]12C
• InChI: InChI=1S/C27H36N2O7/c1-4-27(35)12-9-20-18-6-5-16-13-17(7-10-25(16,2)19(18)8-11-26(20,27)3)29-36-15-22(30)28-21(24(33)34)14-23(31)32/h1,13,18-21,35H,5-12,14-15H2,2-3H3,(H,28,30)(H,31,32)(H,33,34)/b29-17+/t18?,19?,20?,21?,25-,26-,27+/m0/s1
• InChIKey: ZNPMAJFFZNNVII-MXEXOAHVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(2R,5E,14S,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]butanedioic acid
• IUPAC Traditional name: 2-[2-({[(2R,5E,14S,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]butanedioic acid

Database IDs

• PubChem SID: 164249719
• PubChem CID: 16398185

CALCULATED PROPERTIES

• Acid pKa: 3.0375044
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.5678061
• LogD (pH = 7.4): -3.5776017
• Log P: 1.466628
• Molar Refractivity: 129.621 cm^3
• Polarizability: 50.580147 Å^3
• Polar Surface Area: 145.52 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: 2 Diastereomers & E/Z Isomers
• Classification: Derivatives & analogs of Natural Compounds