(4E,6Z,8S,10E,12R,13S,14R,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

• ChemBase ID: 128163
• Molecular Formular: C30H42N2O8
• Molecular Mass: 558.66308
• Monoisotopic Mass: 558.29411631
• SMILES: C[C@H]1C[C@H]([C@@H]([C@@H](/C=C(/C([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C=C([C@@H]1OC)C2=O)/C)C)OC(=O)N)\C)C)OC)OC
• Canonical SMILES: CO[C@@H]1[C@H](C)/C=C(\C)/C(OC(=O)N)[C@@H](C)/C=C\C=C(\C(=O)NC2=CC(=O)C=C([C@@H]([C@H](C[C@H]1OC)C)OC)C2=O)/C
• InChI: InChI=1S/C30H42N2O8/c1-16-10-9-11-17(2)29(35)32-23-15-21(33)14-22(25(23)34)27(38-7)20(5)13-24(37-6)28(39-8)19(4)12-18(3)26(16)40-30(31)36/h9-12,14-16,19-20,24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b10-9-,17-11+,18-12+/t16-,19+,20-,24+,26?,27+,28-/m0/s1
• InChIKey: PLTGBUPHJAKFMA-OEPVMNMSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4E,6Z,8S,10E,12R,13S,14R,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• IUPAC Traditional name: (4E,6Z,8S,10E,12R,13S,14R,16S,17R)-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• Synonyms: Macbecin I; Macbecin

Database IDs

• CAS Number: 73341-72-7
• PubChem SID: 162222477
• PubChem CID: 5458728
• Wikipedia Title: Macbecin

CALCULATED PROPERTIES

• Acid pKa: 12.812254
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 3.331263
• LogD (pH = 7.4): 3.3312616
• Log P: 3.331263
• Molar Refractivity: 155.4145 cm^3
• Polarizability: 58.694096 Å^3
• Polar Surface Area: 143.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false