(2R)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]hexanoic acid

• ChemBase ID: 172501
• Molecular Formular: C23H33N5O7S
• Molecular Mass: 523.60242
• Monoisotopic Mass: 523.21006942
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCC[C@@H](NC(=O)CCN1C(=O)C=CC1=O)C(=O)O
• Canonical SMILES: O=C(CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2)NCCCC[C@H](C(=O)O)NC(=O)CCN1C(=O)C=CC1=O
• InChI: InChI=1S/C23H33N5O7S/c29-17(7-2-1-6-16-21-15(13-36-16)26-23(35)27-21)24-11-4-3-5-14(22(33)34)25-18(30)10-12-28-19(31)8-9-20(28)32/h8-9,14-16,21H,1-7,10-13H2,(H,24,29)(H,25,30)(H,33,34)(H2,26,27,35)/t14-,15+,16+,21+/m1/s1
• InChIKey: KWNGAZCDAJSVLC-JXSLOMFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]hexanoic acid
• IUPAC Traditional name: (2R)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-[3-(2,5-dioxopyrrol-1-yl)propanamido]hexanoic acid
• Synonyms: N2-[3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]-N6-[5-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]-L-lysine; 3-(N-Maleimidylpropionyl)biocytin

Database IDs

• CAS Number: 102849-12-7
• PubChem SID: 164228411
• PubChem CID: 29982826

CALCULATED PROPERTIES

• Acid pKa: 3.661944
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.8396978
• LogD (pH = 7.4): -4.324479
• Log P: -1.0040345
• Molar Refractivity: 130.4927 cm^3
• Polarizability: 50.50367 Å^3
• Polar Surface Area: 174.01 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White to Off-White Solid
• Melting Point: 145-150°C dec

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M157500

Can be used to couple biotin to cystein residues of peptides and proteins.