(1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraene-17,18-diol

• ChemBase ID: 128149
• Molecular Formular: C16H17NO4
• Molecular Mass: 287.31048
• Monoisotopic Mass: 287.11575803
• SMILES: O1c2c(OC1)cc1c(c2)[C@H]2[C@@H]3N(C1)CCC3=C[C@H](O)[C@H]2O
• Canonical SMILES: O[C@H]1C=C2CCN3[C@H]2[C@@H]([C@@H]1O)c1cc2OCOc2cc1C3
• InChI: InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1
• InChIKey: XGVJWXAYKUHDOO-DANNLKNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,17S,18S,19S)-5,7-dioxa-12-azapentacyclo[10.6.1.0^2,^1^0.0^4,^8.0^1^5,^1^9]nonadeca-2,4(8),9,15-tetraene-17,18-diol
• IUPAC Traditional name: lycorine
• Synonyms: Galanthidine; Amarylline; Narcissine; Licorine; Belamarine; Lycorine

Database IDs

• CAS Number: 476-28-8
• PubChem SID: 162222463
• PubChem CID: 72378
• CHEBI ID: 6601
• CHEMBL: 400092
• Chemspider ID: 65312
• Wikipedia Title: Lycorine

CALCULATED PROPERTIES

• Acid pKa: 13.459855
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.21449
• LogD (pH = 7.4): -0.46332246
• Log P: 0.16233382
• Molar Refractivity: 76.1816 cm^3
• Polarizability: 29.64153 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true