(1R,11S,12Z,17S)-12-ethylidene-6-hydroxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carbaldehyde

• ChemBase ID: 120324
• Molecular Formular: C19H20N2O2
• Molecular Mass: 308.3743
• Monoisotopic Mass: 308.15247789
• SMILES: [C@]123C(=C([C@@H]4/C(=C/C)/CN([C@H]1C4)CC3)C=O)Nc1c2cccc1O
• Canonical SMILES: O=CC1=C2Nc3c([C@@]42[C@@H]2C[C@H]1/C(=C/C)/CN2CC4)cccc3O
• InChI: InChI=1S/C19H20N2O2/c1-2-11-9-21-7-6-19-14-4-3-5-15(23)17(14)20-18(19)13(10-22)12(11)8-16(19)21/h2-5,10,12,16,20,23H,6-9H2,1H3/b11-2+/t12?,16?,19-/m1/s1
• InChIKey: JDOFCMASVRMYJU-MXCLECIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,11S,12Z,17S)-12-ethylidene-6-hydroxy-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2(7),3,5,9-tetraene-10-carbaldehyde
• IUPAC Traditional name: (1R,11S,12Z,17S)-12-ethylidene-6-hydroxy-8,14-diazapentacyclo[9.5.2.0^1,^9.0^2,^7.0^1^4,^1^7]octadeca-2(7),3,5,9-tetraene-10-carbaldehyde
• Synonyms: (3aS,5S,11bR,Z)-12-ethylidene-8-hydroxy-1,2,3a,4,5,7-hexahydro-3,5-ethanopyrrolo[2,3-d]carbazole-6-carbaldehyde

Database IDs

• PubChem SID: 162214677
• PubChem CID: 6571929

CALCULATED PROPERTIES

• Acid pKa: 7.222739
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6195366
• LogD (pH = 7.4): -0.18385999
• Log P: 0.025603209
• Molar Refractivity: 92.8941 cm^3
• Polarizability: 34.20764 Å^3
• Polar Surface Area: 52.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true