(2S)-2-[2-({[(1S,2R,5E,10R,11S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 191822
• Molecular Formular: C32H41N3O5
• Molecular Mass: 547.68504
• Monoisotopic Mass: 547.30462143
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)N[C@H](C(=O)O)Cc3c[nH]c4c3cccc4)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CCC1O)C)C
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2O)C)C
• InChI: InChI=1S/C32H41N3O5/c1-31-13-11-21(16-20(31)7-8-23-24-9-10-28(36)32(24,2)14-12-25(23)31)35-40-18-29(37)34-27(30(38)39)15-19-17-33-26-6-4-3-5-22(19)26/h3-6,16-17,23-25,27-28,33,36H,7-15,18H2,1-2H3,(H,34,37)(H,38,39)/b35-21+/t23-,24-,25-,27-,28?,31-,32-/m0/s1
• InChIKey: LCJDAFMZOUARBI-VQVWHTJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[2-({[(1S,2R,5E,10R,11S,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-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-[2-({[(1S,2R,5E,10R,11S,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-(1H-indol-3-yl)propanoic acid

Database IDs

• PubChem SID: 164247732
• PubChem CID: 16397738

CALCULATED PROPERTIES

• Acid pKa: 4.0275517
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.7831242
• LogD (pH = 7.4): 1.206973
• Log P: 3.9155824
• Molar Refractivity: 151.8213 cm^3
• Polarizability: 60.32721 Å^3
• Polar Surface Area: 124.01 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: 2 Isomers (3:2)
• Classification: Derivatives & analogs of Natural Compounds