4-(2,4-dimethylazetidine-1-carbonyl)-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene

• ChemBase ID: 128151
• Molecular Formular: C21H25N3O
• Molecular Mass: 335.4427
• Monoisotopic Mass: 335.19976244
• SMILES: C1=C2c3cccc4c3c(c[nH]4)CC2N(C)CC1C(=O)N1C(C)CC1C
• Canonical SMILES: CN1CC(C=C2C1Cc1c[nH]c3c1c2ccc3)C(=O)N1C(C)CC1C
• InChI: InChI=1S/C21H25N3O/c1-12-7-13(2)24(12)21(25)15-8-17-16-5-4-6-18-20(16)14(10-22-18)9-19(17)23(3)11-15/h4-6,8,10,12-13,15,19,22H,7,9,11H2,1-3H3
• InChIKey: DUKNIHFTDAXJON-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,4-dimethylazetidine-1-carbonyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene
• IUPAC Traditional name: 4-(2,4-dimethylazetidine-1-carbonyl)-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene
• Synonyms: Lysergic acid 2,4-dimethylazetidine; Lysergic acid 2,4-dimethylazetidide

Database IDs

• CAS Number: 470666-31-0
• PubChem SID: 162222465
• PubChem CID: 71308232; 10472143
• Wikipedia Title: Lysergic_acid_2,4-dimethylazetidide

CALCULATED PROPERTIES

• Acid pKa: 17.018362
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.08612493
• LogD (pH = 7.4): 1.6648331
• Log P: 2.2894838
• Molar Refractivity: 100.9715 cm^3
• Polarizability: 39.811836 Å^3
• Polar Surface Area: 39.34 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true