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

• ChemBase ID: 305099
• Molecular Formular: C22H29NO4
• Molecular Mass: 371.46996
• Monoisotopic Mass: 371.20965841
• SMILES: [C@H]12C[C@@H]3[C@@]4([C@]5(C1=O)C1=C(CC[C@@H]4C[N+]3(C[C@H]2C)[O-])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)C[N+]3(C1)[O-]
• InChI: InChI=1S/C22H29NO4/c1-11-9-23(27)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+,23?/m1/s1
• InChIKey: RYVGXCFPXHFNSQ-RKZROISBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,5R,6S,10S,16R,17R)-17-carboxy-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)-en-8-ium-8-olate
• IUPAC Traditional name: (1R,2S,3R,5R,6S,10S,16R,17R)-17-carboxy-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)-en-8-ium-8-olate
• Synonyms: BBP01497

CALCULATED PROPERTIES

• Acid pKa: 4.4081855
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.19325693
• LogD (pH = 7.4): -1.5404818
• Log P: 1.2149179
• Molar Refractivity: 100.5538 cm^3
• Polarizability: 38.910313 Å^3
• Polar Surface Area: 77.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder