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

• ChemBase ID: 162062
• Molecular Formular: C20H34N4O7S3
• Molecular Mass: 538.70156
• Monoisotopic Mass: 538.15896245
• SMILES: N1C(=O)N[C@@H]2[C@@H](SC[C@H]12)CCCCC(=O)NCCCCCC(=O)NC(CSS(=O)(=O)C)C(=O)O
• Canonical SMILES: O=C(NCCCCCC(=O)NC(C(=O)O)CSS(=O)(=O)C)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C20H34N4O7S3/c1-34(30,31)33-12-14(19(27)28)22-17(26)9-3-2-6-10-21-16(25)8-5-4-7-15-18-13(11-32-15)23-20(29)24-18/h13-15,18H,2-12H2,1H3,(H,21,25)(H,22,26)(H,27,28)(H2,23,24,29)/t13-,14?,15-,18-/m0/s1
• InChIKey: XPBDVBAHCRNQPR-XGVZATPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)-3-(methanesulfonylsulfanyl)propanoic acid
• IUPAC Traditional name: 2-(6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}hexanamido)-3-(methanesulfonylsulfanyl)propanoic acid
• Synonyms: N-[6-(Biotinamido)hexanoyl]-(R)-2-amino-2-carboxyethylmethanethiosulfonate

Database IDs

• PubChem SID: 162256197
• PubChem CID: 57369314

CALCULATED PROPERTIES

• Acid pKa: 3.3443646
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.8930032
• LogD (pH = 7.4): -4.1684523
• Log P: -0.7520704
• Molar Refractivity: 129.7137 cm^3
• Polarizability: 51.977554 Å^3
• Polar Surface Area: 170.77 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Light Beige Solid
• Melting Point: 107-109°C

Safety Information

• Storage Condition: -20°C Freezer