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

• ChemBase ID: 125386
• Molecular Formular: C16H21NO
• Molecular Mass: 243.34404
• Monoisotopic Mass: 243.1623143
• SMILES: Oc1ccc2C[C@H]3NCC[C@@]4(CCCC[C@@H]34)c2c1
• Canonical SMILES: Oc1ccc2c(c1)[C@]13CCCC[C@H]3[C@@H](C2)NCC1
• InChI: InChI=1S/C16H21NO/c18-12-5-4-11-9-15-13-3-1-2-6-16(13,7-8-17-15)14(11)10-12/h4-5,10,13,15,17-18H,1-3,6-9H2/t13-,15+,16+/m0/s1
• InChIKey: IYNWSQDZXMGGGI-NUEKZKHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9R,10R)-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2,4,6-trien-4-ol
• IUPAC Traditional name: 3-hydroxymorphinan
• Synonyms: 3-Hydroxymorphinan

Database IDs

• CAS Number: 1531-12-0
• PubChem SID: 162219736
• PubChem CID: 5463854
• Chemspider ID: 16735936
• Wikipedia Title: 3-Hydroxymorphinan

CALCULATED PROPERTIES

• Acid pKa: 9.889251
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.26205033
• LogD (pH = 7.4): 0.30359328
• Log P: 2.3568482
• Molar Refractivity: 72.7862 cm^3
• Polarizability: 28.541584 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Bioavailability: 18%