(1R,9R,10S,12S,13S,14R,16S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol

• ChemBase ID: 130396
• Molecular Formular: C20H26N2O2
• Molecular Mass: 326.43264
• Monoisotopic Mass: 326.19942808
• SMILES: CC[C@H]1[C@H]2C[C@@H]3N([C@@H]1O)[C@H]1C[C@]4(c5ccccc5N(C)[C@@H]34)[C@H](O)C21
• Canonical SMILES: CC[C@H]1[C@H]2C[C@@H]3N([C@@H]1O)[C@@H]1C2[C@@H](O)[C@]2([C@H]3N(C)c3c2cccc3)C1
• InChI: InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11+,14-,15-,16?,17-,18+,19+,20+/m0/s1
• InChIKey: CJDRUOGAGYHKKD-SXKXKDIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9R,10S,12S,13S,14R,16S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^1,^9.0^2,^7.0^1^0,^1^5.0^1^2,^1^7]nonadeca-2,4,6-triene-14,18-diol
• IUPAC Traditional name: ajmaline
• Synonyms: Ajmaline

Database IDs

• CAS Number: 4360-12-7
• PubChem SID: 162224675
• PubChem CID: 11973058; 20367
• ATC CODE: C01BA05
• CHEMBL: 1230919
• Chemspider ID: 10469368
• DrugBank ID: DB01426
• KEGG ID: D00199
• Unique Ingredient Identifier: 1PON08459R
• Wikipedia Title: Ajmaline

CALCULATED PROPERTIES

• Acid pKa: 13.280155
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.1535305
• LogD (pH = 7.4): 1.6402448
• Log P: 1.8508078
• Molar Refractivity: 92.5658 cm^3
• Polarizability: 36.288525 Å^3
• Polar Surface Area: 46.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true