(15S,16S,20S)-19-carboxy-16-methyl-17-oxa-3,13λ5-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1(13),2(10),4(9),5,7,11,18-heptaen-13-ylium-3-ide

• ChemBase ID: 305542
• Molecular Formular: C20H18N2O3
• Molecular Mass: 334.36852
• Monoisotopic Mass: 334.13174245
• SMILES: c1c2c(c3[n+](c1)C[C@@H]1[C@H](C3)C(=CO[C@H]1C)C(=O)O)[n-]c1c2cccc1
• Canonical SMILES: C[C@@H]1OC=C([C@@H]2[C@H]1C[n+]1ccc3c(c1C2)[n-]c1c3cccc1)C(=O)O
• InChI: InChI=1S/C20H18N2O3/c1-11-15-9-22-7-6-13-12-4-2-3-5-17(12)21-19(13)18(22)8-14(15)16(10-25-11)20(23)24/h2-7,10-11,14-15H,8-9H2,1H3,(H,23,24)/t11-,14-,15-/m0/s1
• InChIKey: UFDPRYZHVYKRKM-CQDKDKBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (15S,16S,20S)-19-carboxy-16-methyl-17-oxa-3,13λ^5-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-1(13),2(10),4(9),5,7,11,18-heptaen-13-ylium-3-ide
• IUPAC Traditional name: (15S,16S,20S)-19-carboxy-16-methyl-17-oxa-3,13λ^5-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-1(13),2(10),4(9),5,7,11,18-heptaen-13-ylium-3-ide
• Synonyms: Rauvotetraphylline E

Database IDs

• CAS Number: 1422506-53-3

CALCULATED PROPERTIES

• Acid pKa: 4.5814595
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.641075
• LogD (pH = 7.4): -2.6720138
• Log P: -2.442991
• Molar Refractivity: 94.7995 cm^3
• Polarizability: 38.07902 Å^3
• Polar Surface Area: 63.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Red powder