(1R,2S,3R,5R,6S,10S,16R,17R)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylic acid

• ChemBase ID: 304256
• Molecular Formular: C22H29NO3
• Molecular Mass: 355.47056
• Monoisotopic Mass: 355.21474379
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4CN3C[C@H]2C)CC[C@@H]1[C@@H](C5)C(=O)O)C
• Canonical SMILES: OC(=O)[C@@H]1C[C@]23C4=C(CC[C@H]14)CC[C@H]1[C@]3(C)[C@H]3C[C@@H](C2=O)[C@H](C)CN3C1
• InChI: InChI=1S/C22H29NO3/c1-11-9-23-10-13-5-3-12-4-6-14-16(20(25)26)8-22(18(12)14)19(24)15(11)7-17(23)21(13,22)2/h11,13-17H,3-10H2,1-2H3,(H,25,26)/t11-,13-,14-,15?,16-,17-,21-,22+/m1/s1
• InChIKey: JOODVMXQKVRURX-LQVVXMRGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,5R,6S,10S,16R,17R)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^6,^1^9]icos-13(19)-ene-17-carboxylic acid
• IUPAC Traditional name: (1R,2S,3R,5R,6S,10S,16R,17R)-2,6-dimethyl-20-oxo-8-azahexacyclo[11.5.1.1^1,^5.0^2,^1^0.0^3,^8.0^1^6,^1^9]icos-13(19)-ene-17-carboxylic acid
• Synonyms: De-N-oxide-calyciphylline A; Daphnilongeranin C

Database IDs

• CAS Number: 750649-07-1

CALCULATED PROPERTIES

• Acid pKa: 4.23971
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.19484887
• LogD (pH = 7.4): -0.17601816
• Log P: -0.17617036
• Molar Refractivity: 98.5089 cm^3
• Polarizability: 38.74871 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder