3-[(2H3)methylamino]-2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile

• ChemBase ID: 165107
• Molecular Formular: C14H15N3
• Molecular Mass: 225.289
• Monoisotopic Mass: 225.1265975
• SMILES: c1(ccc2c(c1)c1c([nH]2)CCC(C1)NC)C#N
• Canonical SMILES: CNC1Cc2c(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
• InChIKey: WPDCBQPOJXEMKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(^2H₃)methylamino]-2,3,4,9-tetrahydro-1H-carbazole-6-carbonitrile
• IUPAC Traditional name: 6-[(^2H₃)methylamino]-6,7,8,9-tetrahydro-5H-carbazole-3-carbonitrile
• Synonyms: 2,3,4,9-Tetrahydro-3-(methylamino)-1H-carbazole-6-carbonitrile-d3; rac-6-Cyano-3-N-methylamino-1,2,3,4-tetrahydrocarbazole-d3

Database IDs

• PubChem SID: 162259240
• PubChem CID: 71315045

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: 27.263044 Å^3
• Polar Surface Area: 51.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C981902

Intermediate in the preparation of labelled Frovatriptan.