5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-({[3-(2-{2-[3-(2-iodoacetamido)(1,1,2,2-2H4)propoxy]ethoxy}ethoxy)(2,2,3,3-2H4)propyl]carbamoyl}methyl)-N-methylpentanamide

• ChemBase ID: 171662
• Molecular Formular: C25H44IN5O7S
• Molecular Mass: 685.61563
• Monoisotopic Mass: 685.20061777
• SMILES: N1[C@@H]2[C@H](NC1=O)[C@@H](SC2)CCCCC(=O)N(CC(=O)NCCCOCCOCCOCCCNC(=O)CI)C
• Canonical SMILES: ICC(=O)NCCCOCCOCCOCCCNC(=O)CN(C(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)C
• InChI: InChI=1S/C25H44IN5O7S/c1-31(23(34)7-3-2-6-20-24-19(18-39-20)29-25(35)30-24)17-22(33)28-9-5-11-37-13-15-38-14-12-36-10-4-8-27-21(32)16-26/h19-20,24H,2-18H2,1H3,(H,27,32)(H,28,33)(H2,29,30,35)/t19-,20-,24-/m0/s1
• InChIKey: QCCPLGMDBLUCGS-SKPFHBQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-({[3-(2-{2-[3-(2-iodoacetamido)(1,1,2,2-^2H₄)propoxy]ethoxy}ethoxy)(2,2,3,3-^2H₄)propyl]carbamoyl}methyl)-N-methylpentanamide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-({[3-(2-{2-[3-(2-iodoacetamido)(1,1,2,2-^2H₄)propoxy]ethoxy}ethoxy)(2,2,3,3-^2H₄)propyl]carbamoyl}methyl)-N-methylpentanamide
• Synonyms: N'-(13-Iodoacetamido-4,7,10-trioxatridecanyl-2,2',3,3',11,11',12,12'-d8)-N-methyl-N-biotinylglycinamide

Database IDs

• PubChem SID: 164227572
• PubChem CID: 46781967

CALCULATED PROPERTIES

• Acid pKa: 13.027253
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.1990337
• LogD (pH = 7.4): -1.1990343
• Log P: -1.1990335
• Molar Refractivity: 157.8087 cm^3
• Polarizability: 61.650707 Å^3
• Polar Surface Area: 147.33 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - I685130

A sulfhydryl active bioaffinity label. An isotope-coded affinity tag.

REFERENCES

• Gygi, S.P., et al.: Nature Biotechnology, 17, 994 (1999)