(1S,9S,10R,11R,17S)-12-(2-hydroxyethylidene)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-triene-10-carbaldehyde

• ChemBase ID: 130185
• Molecular Formular: C19H22N2O2
• Molecular Mass: 310.39018
• Monoisotopic Mass: 310.16812795
• SMILES: [C@@H]12Nc3ccccc3[C@@]31[C@H]1N(CC3)C/C(=C/CO)/[C@@H](C1)[C@H]2C=O
• Canonical SMILES: OC/C=C\1/CN2CC[C@@]34[C@@H]2C[C@H]1[C@@H](C=O)[C@@H]3Nc1c4cccc1
• InChI: InChI=1S/C19H22N2O2/c22-8-5-12-10-21-7-6-19-15-3-1-2-4-16(15)20-18(19)14(11-23)13(12)9-17(19)21/h1-5,11,13-14,17-18,20,22H,6-10H2/t13-,14+,17-,18-,19+/m0/s1
• InChIKey: ZOMKIDXZHXWPCN-AQQQZIQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,10R,11R,17S)-12-(2-hydroxyethylidene)-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2,4,6-triene-10-carbaldehyde
• IUPAC Traditional name: (1S,9S,10R,11R,17S)-12-(2-hydroxyethylidene)-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2,4,6-triene-10-carbaldehyde
• Synonyms: Wieland-Gumlich aldehyde

Database IDs

• PubChem SID: 162224469
• PubChem CID: 15756612
• Wikipedia Title: Wieland-Gumlich_aldehyde

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.59389
• LogD (pH = 7.4): -0.87150735
• Log P: 0.3878954
• Molar Refractivity: 91.2812 cm^3
• Polarizability: 34.4675 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 14.198391