(1R,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8-tetraene

• ChemBase ID: 130395
• Molecular Formular: C20H26N2O
• Molecular Mass: 310.43324
• Monoisotopic Mass: 310.20451346
• SMILES: O(c1ccc2c(c1)c1c([nH]2)[C@@H]2C[C@@H]3C[C@@H]([C@@H]2N(CC1)C3)CC)C
• Canonical SMILES: CC[C@H]1C[C@@H]2CN3[C@@H]1[C@@H](C2)c1[nH]c2c(c1CC3)cc(cc2)OC
• InChI: InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1
• InChIKey: HSIBGVUMFOSJPD-CFDPKNGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,15R,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.0^2,^1^0.0^4,^9.0^1^3,^1^8]nonadeca-2(10),4,6,8-tetraene
• IUPAC Traditional name: ibogaine
• Synonyms: Ibogaine; Ibogaine

Database IDs

• CAS Number: 83-74-9
• PubChem SID: 162224674
• PubChem CID: 197060
• CHEMBL: 1215855
• Chemspider ID: 170667
• Unique Ingredient Identifier: 3S814I130U
• Wikipedia Title: Ibogaine

CALCULATED PROPERTIES

• Acid pKa: 17.082462
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.34782717
• LogD (pH = 7.4): 1.9568198
• Log P: 3.5312593
• Molar Refractivity: 93.5725 cm^3
• Polarizability: 37.535976 Å^3
• Polar Surface Area: 28.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 152-153 °C (305.6-307.4°F)

Pharmacology Properties

• Admin Routes: oral
• Half Life: 2 hours
• Legal Status: Legal (Canada); Schedule I (US)