(1R,2R,4S,7R,8R,9R,13R,16S,17R)-11-ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol

• ChemBase ID: 119404
• Molecular Formular: C22H33NO3
• Molecular Mass: 359.50232
• Monoisotopic Mass: 359.24604392
• SMILES: [C@@]123C4[C@@H]([C@@]56[C@H]1C[C@@H](C(C(=C)[C@H]5O)C6)O)C[C@@H]2[C@](CN4CC)(CC[C@@H]3O)C
• Canonical SMILES: CCN1C[C@]2(C)CC[C@@H]([C@]34C1[C@H](C[C@H]23)[C@]12[C@H]4C[C@@H](C(C1)C(=C)[C@H]2O)O)O
• InChI: InChI=1S/C22H33NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-19,24-26H,2,4-10H2,1,3H3/t12?,13-,14-,15?,16+,17-,18?,19+,20-,21-,22-/m0/s1
• InChIKey: AZAZKLKDEOMJBJ-GDVOLGFUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4S,7R,8R,9R,13R,16S,17R)-11-ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1^5,^8.0^1,^1^0.0^2,^8.0^1^3,^1^7]nonadecane-4,7,16-triol
• IUPAC Traditional name: (1R,2R,4S,7R,8R,9R,13R,16S,17R)-11-ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.1^5,^8.0^1,^1^0.0^2,^8.0^1^3,^1^7]nonadecane-4,7,16-triol
• Synonyms: (3R,6S,6aR,6bR,8S,9S,11R,11aR,12R,14R)-1-ethyl-3-methyl-10-methylenetetradecahydro-3,6a,12-(epiethane[1,1,2]triyl)-9,11a-methanoazuleno[2,1-b]azocine-6,8,11-triol

Database IDs

• PubChem SID: 162107572
• PubChem CID: 16394550

CALCULATED PROPERTIES

• Acid pKa: 13.95424
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.9238012
• LogD (pH = 7.4): -1.9707856
• Log P: 0.5308863
• Molar Refractivity: 99.6886 cm^3
• Polarizability: 40.020084 Å^3
• Polar Surface Area: 63.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true