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130525-62-1 | D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-amino-2,6-anhydro-3,4,5-trideoxy-
CAS No: 130525-62-1 Catalog No: AG000UKC MDL No:
Product Description
Catalog Number:
AG000UKC
Chemical Name:
D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-amino-2,6-anhydro-3,4,5-trideoxy-
CAS Number:
130525-62-1
Molecular Formula:
C11H18N2O7
Molecular Weight:
290.2698
IUPAC Name:
(2R,3R,4S)-3-acetamido-4-amino-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
InChI:
InChI=1S/C11H18N2O7/c1-4(15)13-8-5(12)2-7(11(18)19)20-10(8)9(17)6(16)3-14/h2,5-6,8-10,14,16-17H,3,12H2,1H3,(H,13,15)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
InChI Key:
NKENBBIXEGPQLS-UFGQHTETSA-N
SMILES:
OC[C@H]([C@H]([C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)N)C(=O)O)O)O
Properties
Complexity:
412
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
5
Defined Bond Stereocenter Count:
0
Exact Mass:
290.111g/mol
Formal Charge:
0
Heavy Atom Count:
20
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
290.272g/mol
Monoisotopic Mass:
290.111g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
162A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-5
Literature
| Title | Journal |
|---|---|
| Exploring the interactions of unsaturated glucuronides with influenza virus sialidase. | Journal of medicinal chemistry 20121025 |
| The de-guanidinylated derivative of peramivir remains a potent inhibitor of influenza neuraminidase. | Bioorganic & medicinal chemistry letters 20111201 |
| Analogs of zanamivir with modified C4-substituents as the inhibitors against the group-1 neuraminidases of influenza viruses. | Bioorganic & medicinal chemistry 20100601 |
| Reduced sensitivity of influenza A (H5N1) to oseltamivir. | Emerging infectious diseases 20070901 |
| Analysis of inhibitor binding in influenza virus neuraminidase. | Protein science : a publication of the Protein Society 20010401 |
| The anti-influenza virus agent 4-GU-DANA (zanamivir) inhibits cell fusion mediated by human parainfluenza virus and influenza virus HA. | Journal of virology 20001201 |
| A novel approach to antiviral therapy for influenza. | The Journal of antimicrobial chemotherapy 19991101 |
| Dihydropyrancarboxamides related to zanamivir: a new series of inhibitors of influenza virus sialidases. 2. Crystallographic and molecular modeling study of complexes of 4-amino-4H-pyran-6-carboxamides and sialidase from influenza virus types A and B. | Journal of medicinal chemistry 19980312 |
| A study of the active site of influenza virus sialidase: an approach to the rational design of novel anti-influenza drugs. | Journal of medicinal chemistry 19960119 |
| 4-Guanidino-2,4-dideoxy-2,3-dehydro-N-acetylneuraminic acid is a highly effective inhibitor both of the sialidase (neuraminidase) and of growth of a wide range of influenza A and B viruses in vitro. | Antimicrobial agents and chemotherapy 19930701 |
| Rational design of potent sialidase-based inhibitors of influenza virus replication. | Nature 19930603 |
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