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

• ChemBase ID: 193373
• Molecular Formular: C27H38N2O6
• Molecular Mass: 486.60042
• Monoisotopic Mass: 486.27298695
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)C(O)C)/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)C(O)C)/CC[C@]12C
• InChI: InChI=1S/C27H38N2O6/c1-5-27(34)13-10-21-19-7-6-17-14-18(8-11-25(17,3)20(19)9-12-26(21,27)4)29-35-15-22(31)28-23(16(2)30)24(32)33/h1,14,16,19-21,23,30,34H,6-13,15H2,2-4H3,(H,28,31)(H,32,33)/t16?,19?,20?,21?,23?,25-,26-,27+/m0/s1
• InChIKey: ZPIRFHWAOIDNJC-LQXQETRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(2R,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]-3-hydroxybutanoic acid
• IUPAC Traditional name: 2-[2-({[(2R,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]-3-hydroxybutanoic acid

Database IDs

• PubChem SID: 164249283
• PubChem CID: 16398075

CALCULATED PROPERTIES

• Acid pKa: 3.1903124
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.22137667
• LogD (pH = 7.4): -1.1588547
• Log P: 1.4612582
• Molar Refractivity: 129.5481 cm^3
• Polarizability: 50.638756 Å^3
• Polar Surface Area: 128.45 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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