2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanoic acid

• ChemBase ID: 210860
• Molecular Formular: C27H42N2O5
• Molecular Mass: 474.63278
• Monoisotopic Mass: 474.30937245
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)C(C)C)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(O)C)C)C
• Canonical SMILES: O=C(NC(C(=O)O)C(C)C)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C27H42N2O5/c1-16(2)23(24(31)32)28-22(30)15-34-29-18-8-11-25(3)17(14-18)6-7-19-20(25)9-12-26(4)21(19)10-13-27(26,5)33/h14,16,19-21,23,33H,6-13,15H2,1-5H3,(H,28,30)(H,31,32)/t19-,20+,21+,23?,25+,26+,27+/m1/s1
• InChIKey: LVVRSDDTONALDH-JCGJNZOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanoic acid
• IUPAC Traditional name: 2-[2-({[(1S,2R,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanoic acid

Database IDs

• PubChem SID: 164266770
• PubChem CID: 16403526

CALCULATED PROPERTIES

• Acid pKa: 3.9416566
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.089847
• LogD (pH = 7.4): 0.57001597
• Log P: 3.2699075
• Molar Refractivity: 129.7496 cm^3
• Polarizability: 51.08155 Å^3
• Polar Surface Area: 108.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

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