(1S,12S,14S)-14-[(2E)-1-hydroxybut-2-en-2-yl]-13-(hydroxymethyl)-16-methyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-7-ol

• ChemBase ID: 305552
• Molecular Formular: C20H26N2O3
• Molecular Mass: 342.43204
• Monoisotopic Mass: 342.1943427
• SMILES: c1(ccc2c(c1)c1c([nH]2)[C@H]2N([C@@H](C1)C([C@H](C2)/C(=C\C)/CO)CO)C)O
• Canonical SMILES: OCC1[C@@H]2Cc3c([C@@H](N2C)C[C@@H]1/C(=C\C)/CO)[nH]c1c3cc(O)cc1
• InChI: InChI=1S/C20H26N2O3/c1-3-11(9-23)13-7-19-20-15(8-18(22(19)2)16(13)10-24)14-6-12(25)4-5-17(14)21-20/h3-6,13,16,18-19,21,23-25H,7-10H2,1-2H3/b11-3-/t13-,16?,18+,19+/m1/s1
• InChIKey: MVGDPTFDPKCFEM-JWYAXXBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,12S,14S)-14-[(2E)-1-hydroxybut-2-en-2-yl]-13-(hydroxymethyl)-16-methyl-3,16-diazatetracyclo[10.3.1.0^2,^1^0.0^4,^9]hexadeca-2(10),4,6,8-tetraen-7-ol
• IUPAC Traditional name: (1S,12S,14S)-14-[(2E)-1-hydroxybut-2-en-2-yl]-13-(hydroxymethyl)-16-methyl-3,16-diazatetracyclo[10.3.1.0^2,^1^0.0^4,^9]hexadeca-2(10),4,6,8-tetraen-7-ol
• Synonyms: Rauvotetraphylline A

Database IDs

• CAS Number: 1422506-49-7

CALCULATED PROPERTIES

• Acid pKa: 9.554905
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.2740767
• LogD (pH = 7.4): 1.1870627
• Log P: 1.386305
• Molar Refractivity: 99.563 cm^3
• Polarizability: 39.22273 Å^3
• Polar Surface Area: 79.72 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder