(2S,4R,5S,6S)-2-(5-bromo-4-chloro-1H-indol-3-yl)-5-acetamido-4-hydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

• ChemBase ID: 92012
• Molecular Formular: C19H22BrClN2O8
• Molecular Mass: 521.74358
• Monoisotopic Mass: 520.02480535
• SMILES: Brc1c(c2c(cc1)[nH]cc2[C@]1(O[C@H]([C@H]([C@H](O)CO)O)[C@H]([C@@H](C1)O)NC(=O)C)C(=O)O)Cl
• Canonical SMILES: OC[C@H]([C@@H]([C@H]1O[C@](C[C@H]([C@@H]1NC(=O)C)O)(C(=O)O)c1c[nH]c2c1c(Cl)c(cc2)Br)O)O
• InChI: InChI=1S/C19H22BrClN2O8/c1-7(25)23-15-11(26)4-19(18(29)30,31-17(15)16(28)12(27)6-24)8-5-22-10-3-2-9(20)14(21)13(8)10/h2-3,5,11-12,15-17,22,24,26-28H,4,6H2,1H3,(H,23,25)(H,29,30)/t11-,12-,15+,16+,17+,19+/m1/s1
• InChIKey: NNFNYZLMKFHXPO-HJJMTNFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S)-2-(5-bromo-4-chloro-1H-indol-3-yl)-5-acetamido-4-hydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,4R,5S,6S)-2-(5-bromo-4-chloro-1H-indol-3-yl)-5-acetamido-4-hydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• Synonyms: 5-Bromo-4-chloro-3-indoyl-alpha-D-N-acetylneuraminic acid

Database IDs

• MDL Number: MFCD06796394
• PubChem SID: 162078710
• PubChem CID: 71299583

CALCULATED PROPERTIES

• Acid pKa: 3.1877239
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -2.7537122
• LogD (pH = 7.4): -3.9124029
• Log P: -0.46479574
• Molar Refractivity: 110.744 cm^3
• Polarizability: 44.97948 Å^3
• Polar Surface Area: 172.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Warning: Irritant/Keep Cold

DETAILS

Apollo Scientific Ltd - OR8230T

A substrate for the detection of sialidase-like enzyme,screening of enzymes, studying the physiological role of gangliosides, & for recombinant technologies.