(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanamide

• ChemBase ID: 153778
• Molecular Formular: C16H29N5O3S
• Molecular Mass: 371.49816
• Monoisotopic Mass: 371.19911081
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCC[C@@H](C(=O)N)N)NC(=O)N2
• Canonical SMILES: O=C(NCCCC[C@@H](C(=O)N)N)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C16H29N5O3S/c17-10(15(18)23)5-3-4-8-19-13(22)7-2-1-6-12-14-11(9-25-12)20-16(24)21-14/h10-12,14H,1-9,17H2,(H2,18,23)(H,19,22)(H2,20,21,24)/t10-,11-,12-,14-/m0/s1
• InChIKey: BFTIPPVTTJTHLM-MNXVOIDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanamide
• IUPAC Traditional name: (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-aminohexanamide
• Synonyms: Lys-(biotinyl)-NH2; Biocytinamide

Database IDs

• MDL Number: MFCD01319117
• PubChem SID: 162247917
• PubChem CID: 3080879

CALCULATED PROPERTIES

• Acid pKa: 13.491643
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): -3.8434055
• LogD (pH = 7.4): -2.2359297
• Log P: -1.1559386
• Molar Refractivity: 96.4827 cm^3
• Polarizability: 38.155872 Å^3
• Polar Surface Area: 139.34 Å^2
• Rotatable Bonds: 11
• 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: -20°C

Product Information

• Empirical Formula (Hill Notation): C16H29N5O3S

DETAILS

Sigma Aldrich - B4309

Application
Fluorogenic reagent for specific C-terminal labeling of peptides and proteins by carboxypeptidase Y catalyzed transpeptidation reactions.