(10S)-10-amino-3,4,5,14-tetramethoxytricyclo[9.5.0.02,7]hexadeca-1(16),2(7),3,5,11,14-hexaen-13-one; [(1S,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonamide

• ChemBase ID: 165449
• Molecular Formular: C30H40N2O8S
• Molecular Mass: 588.7122
• Monoisotopic Mass: 588.25053725
• SMILES: c1c(c(c(c2c1CC[C@@H](c1c2ccc(c(=O)c1)OC)N)OC)OC)OC.C1(=O)[C@@]2(CC[C@@H](C1)C2(C)C)CS(=O)(=O)N
• Canonical SMILES: O=C1C[C@H]2C([C@]1(CC2)CS(=O)(=O)N)(C)C.COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@H](CC2)N)OC
• InChI: InChI=1S/C20H23NO5.C10H17NO3S/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;1-9(2)7-3-4-10(9,8(12)5-7)6-15(11,13)14/h6,8-10,14H,5,7,21H2,1-4H3;7H,3-6H2,1-2H3,(H2,11,13,14)/t14-;7-,10+/m00/s1
• InChIKey: CDJHOFUFRVRAAM-HLNMPHPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S)-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; [(1S,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonamide
• IUPAC Traditional name: [(1S,4S)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonamide; deacetylcolchicine
• Synonyms: (-)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxy-benzo[a]heptalen-9(5H)-one d-10-Camphorsulfonate; (S)-N-Deacetyl Colchicine d-10-Camphorsulfonate

Database IDs

• CAS Number: 102419-98-7
• PubChem SID: 162259582
• PubChem CID: 71315207

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: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D198929

(S)-Colchicine intermediate.