(1R)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylic acid

• ChemBase ID: 163859
• Molecular Formular: C20H22N2O2
• Molecular Mass: 322.40088
• Monoisotopic Mass: 322.16812795
• SMILES: [C@]12(C3C(=CC(C1)CN3CCc1c2[nH]c2c1cccc2)CC)C(=O)O
• Canonical SMILES: CCC1=CC2CN3C1[C@@](C2)(C(=O)O)c1[nH]c2c(c1CC3)cccc2
• InChI: InChI=1S/C20H22N2O2/c1-2-13-9-12-10-20(19(23)24)17-15(7-8-22(11-12)18(13)20)14-5-3-4-6-16(14)21-17/h3-6,9,12,18,21H,2,7-8,10-11H2,1H3,(H,23,24)/t12?,18?,20-/m0/s1
• InChIKey: QTHYWTOIDWEUIY-BOKYVJDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^2,^1^0.0^4,^9.0^1^3,^1^8]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylic acid
• IUPAC Traditional name: (1R)-17-ethyl-3,13-diazapentacyclo[13.3.1.0^2,^1^0.0^4,^9.0^1^3,^1^8]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylic acid
• Synonyms: (2α,5β,6α,18β)-3,4-DidehydroIbogamine-18-carboxylic Acid; Catharanthinic Acid

Database IDs

• CAS Number: 63944-54-7
• PubChem SID: 162257994
• PubChem CID: 46780198

CALCULATED PROPERTIES

• Acid pKa: 3.6164577
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.33473983
• LogD (pH = 7.4): 0.2859655
• Log P: 0.33636865
• Molar Refractivity: 93.9424 cm^3
• Polarizability: 37.17125 Å^3
• Polar Surface Area: 56.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: Brown Solid