2-{[(2S)-1-[bis(carboxymethyl)amino]-3-[4-(2-bromoacetamido)phenyl]propan-2-yl](carboxymethyl)amino}acetic acid

• ChemBase ID: 91845
• Molecular Formular: C19H24BrN3O9
• Molecular Mass: 518.31256
• Monoisotopic Mass: 517.06959136
• SMILES: BrCC(=O)Nc1ccc(C[C@@H](CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)cc1
• Canonical SMILES: BrCC(=O)Nc1ccc(cc1)C[C@H](N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C19H24BrN3O9/c20-6-15(24)21-13-3-1-12(2-4-13)5-14(23(10-18(29)30)11-19(31)32)7-22(8-16(25)26)9-17(27)28/h1-4,14H,5-11H2,(H,21,24)(H,25,26)(H,27,28)(H,29,30)(H,31,32)/t14-/m0/s1
• InChIKey: VOQPQBGCWBEYEV-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S)-1-[bis(carboxymethyl)amino]-3-[4-(2-bromoacetamido)phenyl]propan-2-yl](carboxymethyl)amino}acetic acid
• IUPAC Traditional name: fe-babe
• Synonyms: Acetic acid BABE; (S)-1-[4-(Bromoacetamido)benzyl]ethylenediaminetetracetic acid; N,N'-[(1S)-1-[[4-[(Bromoacetyl)amino]phenyl]methyl]-1,2-ethanediyl]bis[N-(carboxymethyl)-glycine; BABE; (S)-1-(p-Bromoacetamidobenzyl)ethylenediaminetetraacetic Acid

Database IDs

• CAS Number: 81677-64-7
• MDL Number: MFCD01320379
• PubChem SID: 162078543
• PubChem CID: 133744

CALCULATED PROPERTIES

• Acid pKa: 1.8585938
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -8.24739
• LogD (pH = 7.4): -12.565926
• Log P: -3.2708197
• Molar Refractivity: 113.9831 cm^3
• Polarizability: 43.67984 Å^3
• Polar Surface Area: 184.78 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >134°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Apollo Scientific Ltd - OR7900T

A bifunctional ion chelating agent that has been employed to couple metal ions to biological molecules.

Toronto Research Chemicals - B679000

A bifunctional iron chelating agent that has been employed to couple metal ions to biological molecules, including radiopharmaceutical synthesis and targeted protein hydrolysis. Bifunctional chelating reagents possess both a strong metal-binding moiety a

REFERENCES

• Greiner, D.P., et al.: Bioconjugate Chem., 8, 44 (1997)