(4S,12S,13R,14S,19R,21S)-14-(carboxylatomethyl)-1-methyl-15-oxa-1,11-diazahexacyclo[16.3.1.04,12.04,21.05,10.013,19]docosa-5(10),6,8,17-tetraen-1-ium

• ChemBase ID: 207777
• Molecular Formular: C22H26N2O3
• Molecular Mass: 366.45344
• Monoisotopic Mass: 366.1943427
• SMILES: [C@]123[C@H]([C@H]4[C@@H]5C(=CCO[C@H]4CC(=O)[O-])C[N+]([C@H]1C5)(CC3)C)Nc1c2cccc1
• Canonical SMILES: [O-]C(=O)C[C@@H]1OCC=C2[C@H]3[C@@H]1[C@@H]1Nc4c([C@@]51[C@H](C3)[N+](C2)(CC5)C)cccc4
• InChI: InChI=1S/C22H26N2O3/c1-24-8-7-22-15-4-2-3-5-16(15)23-21(22)20-14(10-18(22)24)13(12-24)6-9-27-17(20)11-19(25)26/h2-6,14,17-18,20-21,23H,7-12H2,1H3/t14-,17-,18-,20-,21-,22+,24?/m0/s1
• InChIKey: ZKGBDMFTGPUHJP-VXIAURRFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,12S,13R,14S,19R,21S)-14-(carboxylatomethyl)-1-methyl-15-oxa-1,11-diazahexacyclo[16.3.1.0^4,^1^2.0^4,^2^1.0^5,^1^0.0^1^3,^1^9]docosa-5(10),6,8,17-tetraen-1-ium
• IUPAC Traditional name: (4S,12S,13R,14S,19R,21S)-14-(carboxylatomethyl)-1-methyl-15-oxa-1,11-diazahexacyclo[16.3.1.0^4,^1^2.0^4,^2^1.0^5,^1^0.0^1^3,^1^9]docosa-5(10),6,8,17-tetraen-1-ium

Database IDs

• PubChem SID: 164263687
• PubChem CID: 11862176

CALCULATED PROPERTIES

• Acid pKa: 4.540437
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.3584323
• LogD (pH = 7.4): -2.3181655
• Log P: -2.9261289
• Molar Refractivity: 126.117 cm^3
• Polarizability: 39.526154 Å^3
• Polar Surface Area: 61.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds