(3S)-3-(methylamino)-2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile

• ChemBase ID: 165108
• Molecular Formular: C14H15N3
• Molecular Mass: 225.289
• Monoisotopic Mass: 225.1265975
• SMILES: c1(ccc2c(c1)c1c([nH]2)CC[C@@H](C1)NC)C#N
• Canonical SMILES: CN[C@@H]1Cc2c(CC1)[nH]c1c2cc(cc1)C#N
• InChI: InChI=1S/C14H15N3/c1-16-10-3-5-14-12(7-10)11-6-9(8-15)2-4-13(11)17-14/h2,4,6,10,16-17H,3,5,7H2,1H3/t10-/m0/s1
• InChIKey: WPDCBQPOJXEMKM-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-(methylamino)-2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile
• IUPAC Traditional name: (6S)-6-(methylamino)-6,7,8,9-tetrahydro-5H-carbazole-3-carbonitrile
• Synonyms: 3S-2,3,4,9-Tetrahydro-3-(methylamino)-1H-carbazole-6-carbonitrile; 3S-6-Cyano-3-N-methylamino-1,2,3,4-tetrahydrocarbazole

Database IDs

• CAS Number: 1217755-82-2
• PubChem SID: 162259241
• PubChem CID: 29941625

CALCULATED PROPERTIES

• Acid pKa: 16.7748
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.1497906
• LogD (pH = 7.4): -0.7395843
• Log P: 2.083432
• Molar Refractivity: 68.4814 cm^3
• Polarizability: 27.263042 Å^3
• Polar Surface Area: 51.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C981905

A byproduct formed during the preparation of Frovatriptan.