N-[(1S)-1-(naphthalen-1-yl)ethyl]-1H-indole-2-carboxamide

• ChemBase ID: 163551
• Molecular Formular: C21H18N2O
• Molecular Mass: 315.37307484
• Monoisotopic Mass: 315.14526804
• SMILES: c1c(c2c(cc1)cccc2)[C@@H](N[13C](=O)c1cc2c([nH]1)cccc2)C
• Canonical SMILES: O=[13C](c1cc2c([nH]1)cccc2)N[C@H](c1cccc2c1cccc2)C
• InChI: InChI=1S/C21H18N2O/c1-14(17-11-6-9-15-7-2-4-10-18(15)17)22-21(24)20-13-16-8-3-5-12-19(16)23-20/h2-14,23H,1H3,(H,22,24)/t14-/m0/s1/i21+1
• InChIKey: XLXUKYDIQFPOCY-ORRZGNCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S)-1-(naphthalen-1-yl)ethyl]-1H-indole-2-carboxamide
• IUPAC Traditional name: N-[(1S)-1-(naphthalen-1-yl)ethyl]-1H-indole-2-carboxamide
• Synonyms: (S)-N-[1-(1-Naphthyl)ethyl]indole-2-carboxamide-13C; N-[(1S)-1-(1-Naphthalenyl)ethyl]-1H-Indole-2-carboxamide-13C; ent-Calindol Amide-13C

Database IDs

• CAS Number: 1217724-96-3
• PubChem SID: 162257686
• PubChem CID: 71314480

CALCULATED PROPERTIES

• Acid pKa: 12.35858
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 4.1968503
• LogD (pH = 7.4): 4.196846
• Log P: 4.1968503
• Molar Refractivity: 96.4787 cm^3
• Polarizability: 39.31081 Å^3
• Polar Surface Area: 44.89 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C148653

Intermediate in the preparation of labelled ent-Calindol