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

• ChemBase ID: 198646
• Molecular Formular: C27H42N2O5
• Molecular Mass: 474.63278
• Monoisotopic Mass: 474.30937245
• SMILES: [C@@]12(C(=CC(=NOCC(=O)NC(C(=O)O)C(CC)C)CC2)CCC2C1CC[C@]1(C2CCC1O)C)C
• Canonical SMILES: CCC(C(C(=O)O)NC(=O)CON=C1CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CCC2O)C)C)C
• InChI: InChI=1S/C27H42N2O5/c1-5-16(2)24(25(32)33)28-23(31)15-34-29-18-10-12-26(3)17(14-18)6-7-19-20-8-9-22(30)27(20,4)13-11-21(19)26/h14,16,19-22,24,30H,5-13,15H2,1-4H3,(H,28,31)(H,32,33)/t16?,19?,20?,21?,22?,24?,26-,27-/m0/s1
• InChIKey: HXJDIWPGVZIJFH-DSHWBJKXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[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-methylpentanoic acid
• IUPAC Traditional name: 2-[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-methylpentanoic acid

Database IDs

• PubChem SID: 164254556
• PubChem CID: 71753154

CALCULATED PROPERTIES

• Acid pKa: 4.026768
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.3226776
• LogD (pH = 7.4): 0.76599765
• Log P: 3.4480207
• Molar Refractivity: 129.7124 cm^3
• Polarizability: 51.08155 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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