3-[2-(4-{2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)ethyl]-5-methoxy-1H-indole-2-carboxylic acid

• ChemBase ID: 210949
• Molecular Formular: C37H46N2O9
• Molecular Mass: 662.76914
• Monoisotopic Mass: 662.32033106
• SMILES: c1([nH]c2c(c1CCNC(=O)CCC(=O)OCC(=O)[C@@]1([C@@]3([C@H]([C@H]4[C@@H]([C@@]5(C(=CC(=O)CC5)CC4)C)CC3)CC1)C)O)cc(cc2)OC)C(=O)O
• Canonical SMILES: COc1ccc2c(c1)c(CCNC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]3[C@]1(C)CC[C@H]1[C@H]3CCC3=CC(=O)CC[C@]13C)c([nH]2)C(=O)O
• InChI: InChI=1S/C37H46N2O9/c1-35-14-10-22(40)18-21(35)4-6-25-27(35)11-15-36(2)28(25)12-16-37(36,46)30(41)20-48-32(43)9-8-31(42)38-17-13-24-26-19-23(47-3)5-7-29(26)39-33(24)34(44)45/h5,7,18-19,25,27-28,39,46H,4,6,8-17,20H2,1-3H3,(H,38,42)(H,44,45)/t25-,27+,28+,35+,36+,37+/m1/s1
• InChIKey: HPRGABOKAJZYKL-PAZCXURHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(4-{2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)ethyl]-5-methoxy-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 3-[2-(4-{2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)ethyl]-5-methoxy-1H-indole-2-carboxylic acid

Database IDs

• PubChem SID: 164266859
• PubChem CID: 16403573

CALCULATED PROPERTIES

• Acid pKa: 3.5816417
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.8853931
• LogD (pH = 7.4): 0.44910094
• Log P: 3.798462
• Molar Refractivity: 176.6222 cm^3
• Polarizability: 69.72678 Å^3
• Polar Surface Area: 172.09 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds