2-[(5S,7S)-5-hydroxy-2,8-dioxo-3,9-diazatricyclo[8.4.0.03,7]tetradeca-1(10),11,13-trien-9-yl]-N-(4-methoxyphenyl)acetamide

• ChemBase ID: 218047
• Molecular Formular: C21H21N3O5
• Molecular Mass: 395.40854
• Monoisotopic Mass: 395.14812079
• SMILES: N12C(=O)c3c(N(C(=O)[C@@H]1C[C@@H](C2)O)CC(=O)Nc1ccc(cc1)OC)cccc3
• Canonical SMILES: COc1ccc(cc1)NC(=O)CN1C(=O)[C@@H]2C[C@@H](CN2C(=O)c2c1cccc2)O
• InChI: InChI=1S/C21H21N3O5/c1-29-15-8-6-13(7-9-15)22-19(26)12-24-17-5-3-2-4-16(17)20(27)23-11-14(25)10-18(23)21(24)28/h2-9,14,18,25H,10-12H2,1H3,(H,22,26)/t14-,18-/m0/s1
• InChIKey: AFVLPBCYEOUJRF-KSSFIOAISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5S,7S)-5-hydroxy-2,8-dioxo-3,9-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(10),11,13-trien-9-yl]-N-(4-methoxyphenyl)acetamide
• IUPAC Traditional name: 2-[(5S,7S)-5-hydroxy-2,8-dioxo-3,9-diazatricyclo[8.4.0.0^3,^7]tetradeca-1(10),11,13-trien-9-yl]-N-(4-methoxyphenyl)acetamide

Database IDs

• PubChem SID: 164273957
• PubChem CID: 16408029

CALCULATED PROPERTIES

• Acid pKa: 12.261375
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.29901358
• LogD (pH = 7.4): 0.29900783
• Log P: 0.2990138
• Molar Refractivity: 105.7789 cm^3
• Polarizability: 39.777912 Å^3
• Polar Surface Area: 99.18 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds