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

• ChemBase ID: 212144
• Molecular Formular: C33H43N3O6
• Molecular Mass: 577.71102
• Monoisotopic Mass: 577.31518611
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)O)Cc3c4c([nH]c3)ccc(c4)O)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(O)C)C)C
• Canonical SMILES: O=C(NC(C(=O)O)Cc1c[nH]c2c1cc(O)cc2)CO/N=C/1\CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC[C@]2(C)O)C)C
• InChI: InChI=1S/C33H43N3O6/c1-31-11-8-21(15-20(31)4-6-23-25(31)9-12-32(2)26(23)10-13-33(32,3)41)36-42-18-29(38)35-28(30(39)40)14-19-17-34-27-7-5-22(37)16-24(19)27/h5,7,15-17,23,25-26,28,34,37,41H,4,6,8-14,18H2,1-3H3,(H,35,38)(H,39,40)/t23?,25?,26?,28?,31-,32-,33-/m0/s1
• InChIKey: UOROQCUKQLETSA-RGXCPCAXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(5-hydroxy-1H-indol-3-yl)-2-[2-({[(2R,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]propanoic acid
• IUPAC Traditional name: 3-(5-hydroxy-1H-indol-3-yl)-2-[2-({[(2R,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]propanoic acid

Database IDs

• PubChem SID: 164268054
• PubChem CID: 16404281

CALCULATED PROPERTIES

• Acid pKa: 3.8574743
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): 2.5607958
• LogD (pH = 7.4): 1.092854
• Log P: 3.7897418
• Molar Refractivity: 158.4404 cm^3
• Polarizability: 62.77801 Å^3
• Polar Surface Area: 144.24 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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