(1S,9R,10S)-17-(prop-2-en-1-yl)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6-trien-4-ol

• ChemBase ID: 126930
• Molecular Formular: C19H25NO
• Molecular Mass: 283.4079
• Monoisotopic Mass: 283.19361443
• SMILES: Oc1ccc2c(c1)[C@]13[C@@H]([C@H](N(CC1)CC=C)C2)CCCC3
• Canonical SMILES: C=CCN1CC[C@]23[C@@H]([C@H]1Cc1c3cc(cc1)O)CCCC2
• InChI: InChI=1S/C19H25NO/c1-2-10-20-11-9-19-8-4-3-5-16(19)18(20)12-14-6-7-15(21)13-17(14)19/h2,6-7,13,16,18,21H,1,3-5,8-12H2/t16-,18-,19+/m1/s1
• InChIKey: OZYUPQUCAUTOBP-QRQLOZEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9R,10S)-17-(prop-2-en-1-yl)-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2,4,6-trien-4-ol
• IUPAC Traditional name: dextrallorphan
• Synonyms: Dextrallorphan

Database IDs

• CAS Number: 5822-43-5
• PubChem SID: 162221256
• PubChem CID: 5748237; 3081395
• Chemspider ID: 2339009
• Wikipedia Title: Dextrallorphan

CALCULATED PROPERTIES

• Acid pKa: 10.3627615
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6962585
• LogD (pH = 7.4): 1.9874055
• Log P: 3.7553673
• Molar Refractivity: 87.2436 cm^3
• Polarizability: 33.84198 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Uncontrolled