2-(4-{[(2R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 186544
• Molecular Formular: C34H42N2O6
• Molecular Mass: 574.70708
• Monoisotopic Mass: 574.30428707
• SMILES: [C@@]12(C(=CC(=O)CC2)CCC2C1CC[C@]1(C2CCC1OC(=O)CCC(=O)NC(C(=O)O)Cc1c[nH]c2c1cccc2)C)C
• Canonical SMILES: O=C(NC(C(=O)O)Cc1c[nH]c2c1cccc2)CCC(=O)OC1CCC2[C@]1(C)CCC1C2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C34H42N2O6/c1-33-15-13-22(37)18-21(33)7-8-24-25-9-10-29(34(25,2)16-14-26(24)33)42-31(39)12-11-30(38)36-28(32(40)41)17-20-19-35-27-6-4-3-5-23(20)27/h3-6,18-19,24-26,28-29,35H,7-17H2,1-2H3,(H,36,38)(H,40,41)/t24?,25?,26?,28?,29?,33-,34-/m0/s1
• InChIKey: MISRCEKKHJVMIX-RMDKDBFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{[(2R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: 2-(4-{[(2R,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]oxy}-4-oxobutanamido)-3-(1H-indol-3-yl)propanoic acid

Database IDs

• PubChem SID: 164242454
• PubChem CID: 16396609

CALCULATED PROPERTIES

• Acid pKa: 3.7442217
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.093898
• LogD (pH = 7.4): 1.5628673
• Log P: 4.849981
• Molar Refractivity: 157.4775 cm^3
• Polarizability: 62.81117 Å^3
• Polar Surface Area: 125.56 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds