2-{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-methylbutanamido}-3-methylbutanoic acid

• ChemBase ID: 193754
• Molecular Formular: C33H49N3O6
• Molecular Mass: 583.75866
• Monoisotopic Mass: 583.3621363
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)NC(C(=O)O)C(C)C)C(C)C)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: CC(C(C(=O)NC(C(=O)O)C(C)C)NC(=O)CO/N=C/1\CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC[C@]2(O)C#C)C)C)C
• InChI: InChI=1S/C33H49N3O6/c1-8-33(41)16-13-25-23-10-9-21-17-22(11-14-31(21,6)24(23)12-15-32(25,33)7)36-42-18-26(37)34-27(19(2)3)29(38)35-28(20(4)5)30(39)40/h1,17,19-20,23-25,27-28,41H,9-16,18H2,2-7H3,(H,34,37)(H,35,38)(H,39,40)/t23?,24?,25?,27?,28?,31-,32-,33+/m0/s1
• InChIKey: MUAWGIQFCXPQTA-MUGKKLMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{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-methylbutanamido}-3-methylbutanoic acid
• IUPAC Traditional name: 2-{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-methylbutanamido}-3-methylbutanoic acid

Database IDs

• PubChem SID: 164249664
• PubChem CID: 16398175

CALCULATED PROPERTIES

• Acid pKa: 3.9770422
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.4123445
• LogD (pH = 7.4): 0.83850604
• Log P: 3.5869067
• Molar Refractivity: 158.8742 cm^3
• Polarizability: 62.25591 Å^3
• Polar Surface Area: 137.32 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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