trifluoroacetic acid [(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-[(phenylcarbamoyl)sulfanyl]propanoate

• ChemBase ID: 199815
• Molecular Formular: C18H23F3N2O10S
• Molecular Mass: 516.4428296
• Monoisotopic Mass: 516.10255061
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@@H]1O)COC(=O)[C@@H](CSC(=O)Nc1ccccc1)N)O)O)O.C(C(=O)O)(F)(F)F
• Canonical SMILES: OC(=O)C(F)(F)F.O=C(Nc1ccccc1)SC[C@H](C(=O)OC[C@H]1O[C@H](O)[C@@H]([C@H]([C@@H]1O)O)O)N
• InChI: InChI=1S/C16H22N2O8S.C2HF3O2/c17-9(7-27-16(24)18-8-4-2-1-3-5-8)14(22)25-6-10-11(19)12(20)13(21)15(23)26-10;3-2(4,5)1(6)7/h1-5,9-13,15,19-21,23H,6-7,17H2,(H,18,24);(H,6,7)/t9-,10-,11-,12+,13-,15+;/m1./s1
• InChIKey: XZQCKHSUENTOCQ-JJAMHYDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoroacetic acid [(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-[(phenylcarbamoyl)sulfanyl]propanoate
• IUPAC Traditional name: trifluoroacetic acid [(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2S)-2-amino-3-[(phenylcarbamoyl)sulfanyl]propanoate

Database IDs

• PubChem SID: 164255725
• PubChem CID: 52993871

CALCULATED PROPERTIES

• Acid pKa: 11.298195
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -1.7966125
• LogD (pH = 7.4): -1.0744247
• Log P: -1.0499209
• Molar Refractivity: 95.2544 cm^3
• Polarizability: 37.990986 Å^3
• Polar Surface Area: 171.57 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Salt Data: CF3COOH
• Classification: Rare Derivatives of Natural Compounds