3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-{3-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-2-hydroxypropyl}propanamide

• ChemBase ID: 155411
• Molecular Formular: C17H20N4O7
• Molecular Mass: 392.3633
• Monoisotopic Mass: 392.133199
• SMILES: C1=CC(=O)N(C1=O)CCC(=O)NCC(CNC(=O)CCN1C(=O)C=CC1=O)O
• Canonical SMILES: OC(CNC(=O)CCN1C(=O)C=CC1=O)CNC(=O)CCN1C(=O)C=CC1=O
• InChI: InChI=1S/C17H20N4O7/c22-11(9-18-12(23)5-7-20-14(25)1-2-15(20)26)10-19-13(24)6-8-21-16(27)3-4-17(21)28/h1-4,11,22H,5-10H2,(H,18,23)(H,19,24)
• InChIKey: IAFNXCHKPVIFPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-{3-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]-2-hydroxypropyl}propanamide
• IUPAC Traditional name: 3-(2,5-dioxopyrrol-1-yl)-N-{3-[3-(2,5-dioxopyrrol-1-yl)propanamido]-2-hydroxypropyl}propanamide
• Synonyms: N,N′-Bis(3-maleimidopropionyl)-2-hydroxy-1,3-propanediamine; N,N′-双(3-马来酰亚胺丙酰基)-2-羟基-1,3-丙二胺

Database IDs

• CAS Number: 115388-98-2
• MDL Number: MFCD00057896
• PubChem SID: 162249549
• PubChem CID: 3082722

CALCULATED PROPERTIES

• Acid pKa: 14.315743
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -3.3628547
• LogD (pH = 7.4): -3.3628547
• Log P: -3.3628547
• Molar Refractivity: 95.4955 cm^3
• Polarizability: 35.976425 Å^3
• Polar Surface Area: 153.19 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C17H20N4O7

DETAILS

Sigma Aldrich - M5148

Application
A water soluble, sulfhydryl-specific homobifunctional cross-linking reagent. Typically coupled to molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates and incorporates 17-atom linker.