(4R,7R)-6-methyl-N-(pentan-3-yl)-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

• ChemBase ID: 128152
• Molecular Formular: C21H27N3O
• Molecular Mass: 337.45858
• Monoisotopic Mass: 337.2154125
• SMILES: [C@H]12C(=C[C@@H](C(=O)NC(CC)CC)CN2C)c2c3c([nH]cc3C1)ccc2
• Canonical SMILES: CCC(NC(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
• InChI: InChI=1S/C21H27N3O/c1-4-15(5-2)23-21(25)14-9-17-16-7-6-8-18-20(16)13(11-22-18)10-19(17)24(3)12-14/h6-9,11,14-15,19,22H,4-5,10,12H2,1-3H3,(H,23,25)/t14-,19-/m1/s1
• InChIKey: ZQONRMXCBQXYCK-AUUYWEPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,7R)-6-methyl-N-(pentan-3-yl)-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
• IUPAC Traditional name: lysergic acid 3-pentyl amide
• Synonyms: Lysergic acid 3-pentyl amide; Lysergic acid 3-pentyl amide

Database IDs

• PubChem SID: 162222466
• PubChem CID: 10019984
• Wikipedia Title: Lysergic_acid_3-pentyl_amide

CALCULATED PROPERTIES

• Acid pKa: 15.885455
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.7688771
• LogD (pH = 7.4): 2.5228772
• Log P: 3.1626508
• Molar Refractivity: 102.5562 cm^3
• Polarizability: 40.551407 Å^3
• Polar Surface Area: 48.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true