5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(3-aminopropyl)pentanamide; trifluoroacetic acid

• ChemBase ID: 156010
• Molecular Formular: C15H25F3N4O4S
• Molecular Mass: 414.4436096
• Monoisotopic Mass: 414.15486096
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCN)NC(=O)N2.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C13H24N4O2S.C2HF3O2/c14-6-3-7-15-11(18)5-2-1-4-10-12-9(8-20-10)16-13(19)17-12;3-2(4,5)1(6)7/h9-10,12H,1-8,14H2,(H,15,18)(H2,16,17,19);(H,6,7)/t9-,10-,12-;/m0./s1
• InChIKey: XIFKYHZIURRTHB-SVMJMOIZSA-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-aminopropyl)pentanamide; trifluoroacetic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(3-aminopropyl)pentanamide; trifluoroacetic acid
• Synonyms: N-(3-Aminopropyl)biotinamide trifluoroacetate; N-(+)-Biotinyl-3-aminopropylammonium trifluoroacetate

Database IDs

• CAS Number: 244760-26-7
• MDL Number: MFCD03791090
• Beilstein Number: 8665808
• PubChem SID: 162250148; 24886302
• PubChem CID: 16218435

CALCULATED PROPERTIES

• Acid pKa: 13.493127
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -4.009403
• LogD (pH = 7.4): -3.2853062
• Log P: -1.000867
• Molar Refractivity: 79.585 cm^3
• Polarizability: 31.391888 Å^3
• Polar Surface Area: 96.25 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C13H24N4O2S · C2HF3O2

DETAILS

Sigma Aldrich - 71776

Other Notes
Novel reagent for labeling of electrophilic derivatives with biotin1