10-amino-3,4,5,14-tetramethoxytricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one

• ChemBase ID: 165444
• Molecular Formular: C20H23NO5
• Molecular Mass: 357.40032
• Monoisotopic Mass: 357.15762284
• SMILES: c1c(c(c(c2c1CCC(c1c2ccc(c(=O)c1)OC)N)OC)OC)OC
• Canonical SMILES: COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1C(CC2)N)OC
• InChI: InChI=1S/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3
• InChIKey: HFPMXDMZJUJZBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10-amino-3,4,5,14-tetramethoxytricyclo[9.5.0.0^2,^7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one
• IUPAC Traditional name: N-desacetyl-colchicine
• Synonyms: 7-Amino-6,7-dihydro-1,2,3,10-tetramethoxy-benzo[a]heptalen-9(5H)-one; (+/-)-7-Deacetylcolchicine; (R/S)-N-Deacetyl Colchicine

Database IDs

• PubChem SID: 162259577
• PubChem CID: 161898

CALCULATED PROPERTIES

• Acid pKa: 16.990406
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.3374413
• LogD (pH = 7.4): -0.3439038
• Log P: 1.643142
• Molar Refractivity: 101.9318 cm^3
• Polarizability: 38.24979 Å^3
• Polar Surface Area: 80.01 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D198915

Colchicine intermediate.