(2R,4R,7R)-4-[(methylsulfanyl)methyl]-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene-6-carbonitrile

• ChemBase ID: 166661
• Molecular Formular: C17H19N3S
• Molecular Mass: 297.41786
• Monoisotopic Mass: 297.12996862
• SMILES: C1[C@H]2[C@H](N(C[C@@H]1CSC)C#N)Cc1c3c2cccc3[nH]c1
• Canonical SMILES: CSC[C@H]1CN(C#N)[C@H]2[C@H](C1)c1cccc3c1c(C2)c[nH]3
• InChI: InChI=1S/C17H19N3S/c1-21-9-11-5-14-13-3-2-4-15-17(13)12(7-19-15)6-16(14)20(8-11)10-18/h2-4,7,11,14,16,19H,5-6,8-9H2,1H3/t11-,14-,16-/m1/s1
• InChIKey: GZIXEANONFXIBU-DJSGYFEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-6-carbonitrile
• IUPAC Traditional name: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene-6-carbonitrile
• Synonyms: (8β)-8-[(Methylthio)methyl]-ergoline-6-carbonitrile; N-Despropyl Pergolide 6-Carbonitrile

Database IDs

• CAS Number: 98988-34-2
• PubChem SID: 162260794
• PubChem CID: 15627681

CALCULATED PROPERTIES

• Acid pKa: 17.331942
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.326476
• LogD (pH = 7.4): 3.326476
• Log P: 3.326476
• Molar Refractivity: 88.703 cm^3
• Polarizability: 34.549164 Å^3
• Polar Surface Area: 42.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethylformamide; Methanol
• Apperance: White Solid