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

• ChemBase ID: 170788
• Molecular Formular: C16H17N3O
• Molecular Mass: 267.32568
• Monoisotopic Mass: 267.13716218
• SMILES: C1[C@H]2[C@H](N(C[C@@H]1CO)C#N)Cc1c3c2cccc3[nH]c1
• Canonical SMILES: OC[C@H]1CN(C#N)[C@H]2[C@H](C1)c1cccc3c1c(C2)c[nH]3
• InChI: InChI=1S/C16H17N3O/c17-9-19-7-10(8-20)4-13-12-2-1-3-14-16(12)11(6-18-14)5-15(13)19/h1-3,6,10,13,15,18,20H,4-5,7-8H2/t10-,13-,15-/m1/s1
• InChIKey: RGUNXRBQABBMPI-WDBKCZKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,7R)-4-(hydroxymethyl)-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-(hydroxymethyl)-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-(Hydroxymethyl)ergoline-6-carbonitrile; 6-Cyano-8β-(hydroxymethyl)ergoline; 8β-Hydroxymethyl-6-cyanoergoline

Database IDs

• CAS Number: 108895-69-8
• PubChem SID: 164226698
• PubChem CID: 13806522

CALCULATED PROPERTIES

• Acid pKa: 15.422962
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6880974
• LogD (pH = 7.4): 1.6880974
• Log P: 1.6880974
• Molar Refractivity: 78.0234 cm^3
• Polarizability: 30.246561 Å^3
• Polar Surface Area: 63.05 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid