5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

• ChemBase ID: 166196
• Molecular Formular: C32H38I6N6O13
• Molecular Mass: 1476.10334
• Monoisotopic Mass: 1475.67652331
• SMILES: c1(c(c(c(c(c1I)C(=O)N)I)C(=O)NCC(O)CO)I)N(CC(CN(c1c(c(c(c(c1I)C(=O)NCC(O)CO)I)C(=O)NCC(O)CO)I)C(=O)C)O)C(=O)C
• Canonical SMILES: OCC(CNC(=O)c1c(I)c(N(C(=O)C)CC(CN(c2c(I)c(C(=O)NCC(CO)O)c(c(c2I)C(=O)NCC(CO)O)I)C(=O)C)O)c(c(c1I)C(=O)N)I)O
• InChI: InChI=1S/C32H38I6N6O13/c1-11(48)43(27-23(35)17(29(39)54)21(33)18(24(27)36)30(55)40-3-13(50)8-45)6-16(53)7-44(12(2)49)28-25(37)19(31(56)41-4-14(51)9-46)22(34)20(26(28)38)32(57)42-5-15(52)10-47/h13-16,45-47,50-53H,3-10H2,1-2H3,(H2,39,54)(H,40,55)(H,41,56)(H,42,57)
• InChIKey: ODLMOUNYBXWCKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide
• IUPAC Traditional name: 5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N-(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide
• Synonyms: 5-[Acetyl[3-[acetyl[3-(aminocarbonyl)-5-[[(2,3-dihydroxypropyl)amino]carbonyl]-2,4,6-triiodophenyl]amino]-2-hydroxypropyl]amino]-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; Des(2,3-dihydroxypropyl) Iodixanol

Database IDs

• CAS Number: 255376-57-9
• PubChem SID: 162260329
• PubChem CID: 71315612

CALCULATED PROPERTIES

• Acid pKa: 11.346486
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -0.96587014
• LogD (pH = 7.4): -0.9658797
• Log P: -0.96587
• Molar Refractivity: 260.0104 cm^3
• Polarizability: 100.63423 Å^3
• Polar Surface Area: 312.62 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D289005

A related compound of the x-ray contrast agent Iodixanol.

REFERENCES

• Priebe, H. et al.: J. Clin. Pharm. Therap., 24, 227 (1999)