3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene

• ChemBase ID: 130225
• Molecular Formular: C19H24N2
• Molecular Mass: 280.40726
• Monoisotopic Mass: 280.19394878
• SMILES: C1CCC2CN3CCc4c([nH]c5c4cccc5)C3CC2C1
• Canonical SMILES: C1CCC2C(C1)CC1N(C2)CCc2c1[nH]c1c2cccc1
• InChI: InChI=1S/C19H24N2/c1-2-6-14-12-21-10-9-16-15-7-3-4-8-17(15)20-19(16)18(21)11-13(14)5-1/h3-4,7-8,13-14,18,20H,1-2,5-6,9-12H2
• InChIKey: JUPDIHMJFPDGMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,13-diazapentacyclo[11.8.0.0^2,^1^0.0^4,^9.0^1^5,^2^0]henicosa-2(10),4,6,8-tetraene
• IUPAC Traditional name: yohimbane
• Synonyms: Alloyohimbane; Deoxyohimbol; Yohimban

Database IDs

• CAS Number: 523-06-8
• PubChem SID: 162224505
• PubChem CID: 278316
• Chemspider ID: 244983
• Wikipedia Title: Yohimban

CALCULATED PROPERTIES

• Acid pKa: 16.37496
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.4770447
• LogD (pH = 7.4): 3.243019
• Log P: 3.9608307
• Molar Refractivity: 87.1065 cm^3
• Polarizability: 35.146774 Å^3
• Polar Surface Area: 19.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true