(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[8-hydroxy-5-(propane-2-sulfonyl)quinolin-2-yl]propanoic acid

• ChemBase ID: 160091
• Molecular Formular: C30H28N2O7S
• Molecular Mass: 560.61752
• Monoisotopic Mass: 560.16172225
• SMILES: c1cc(c2c(c1S(=O)(=O)C(C)C)ccc(n2)C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccc2c(n1)c(O)ccc2S(=O)(=O)C(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C30H28N2O7S/c1-17(2)40(37,38)27-14-13-26(33)28-23(27)12-11-18(31-28)15-25(29(34)35)32-30(36)39-16-24-21-9-5-3-7-19(21)20-8-4-6-10-22(20)24/h3-14,17,24-25,33H,15-16H2,1-2H3,(H,32,36)(H,34,35)/t25-/m0/s1
• InChIKey: ZGZWDZWBUMFFGN-VWLOTQADSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[8-hydroxy-5-(propane-2-sulfonyl)quinolin-2-yl]propanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-[8-hydroxy-5-(propane-2-sulfonyl)quinolin-2-yl]propanoic acid
• Synonyms: (S)-2-Amino-Nα-(9-fluorenylmethyloxycarbonyl)-3-(8-hydroxy-5-(N,N-dimethyl)quinoline-2-yl)propionic Acid; Fmoc-Sox-OH; (S)-2-Amino-Nα-Fmoc-3-(8-hydroxy-5-(N,N-dimethyl)quinoline-2-yl)propionic Acid

Database IDs

• PubChem SID: 162254226
• PubChem CID: 71313222

CALCULATED PROPERTIES

• Acid pKa: 3.1863804
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 2.1947742
• LogD (pH = 7.4): 0.75802034
• Log P: 4.355974
• Molar Refractivity: 147.5255 cm^3
• Polarizability: 60.478443 Å^3
• Polar Surface Area: 142.89 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A609640

A modular and tunable chemosensor Scaffold for divalent zinc. Selective and tunable chemosensors for selected transition metal ions have the potential to afford qualitative and quantitative information about the presemce, distribution and concentration of

REFERENCES

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• Vallee, B.L., et al.: Physiol. Rev., 73, 79 (1984)
• Frederickson, C.J., et al.: BioMetals, 14, 353 (1984)
• Franz, K., et al.: ChemBioChem., 4, 265 (1984)