(1R,2S)-N-[(1S,5R)-2-acetyl-6,6-dimethylbicyclo[3.1.0]hex-2-en-3-yl]-2-phenylcyclopropane-1-carboxamide

• ChemBase ID: 189543
• Molecular Formular: C20H23NO2
• Molecular Mass: 309.40212
• Monoisotopic Mass: 309.17287898
• SMILES: [C@@H]12C([C@@H]1CC(=C2C(=O)C)NC(=O)[C@H]1[C@H](C1)c1ccccc1)(C)C
• Canonical SMILES: O=C([C@@H]1C[C@@H]1c1ccccc1)NC1=C(C(=O)C)[C@H]2[C@@H](C1)C2(C)C
• InChI: InChI=1S/C20H23NO2/c1-11(22)17-16(10-15-18(17)20(15,2)3)21-19(23)14-9-13(14)12-7-5-4-6-8-12/h4-8,13-15,18H,9-10H2,1-3H3,(H,21,23)/t13-,14-,15-,18-/m1/s1
• InChIKey: QGQFDOSNUSNISV-ATNYBXOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-N-[(1S,5R)-2-acetyl-6,6-dimethylbicyclo[3.1.0]hex-2-en-3-yl]-2-phenylcyclopropane-1-carboxamide
• IUPAC Traditional name: (1R,2S)-N-[(1S,5R)-2-acetyl-6,6-dimethylbicyclo[3.1.0]hex-2-en-3-yl]-2-phenylcyclopropane-1-carboxamide

Database IDs

• PubChem SID: 164245453
• PubChem CID: 11874043

CALCULATED PROPERTIES

• Acid pKa: 13.7047615
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.4339416
• LogD (pH = 7.4): 2.4339414
• Log P: 2.4339416
• Molar Refractivity: 90.58 cm^3
• Polarizability: 34.964165 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Rotamers & Isomers
• Classification: Derivatives & analogs of Natural Compounds