General Information of the Compound
Compound ID
CP0056939
Compound Name
(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
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Synonyms
(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
1,3-Dehydro-2-deoxy-N-acetylneuraminic acid
2,3-Dehydro-2-deoxy-N-acetylneuraminic acid
2-Deoxy-2,3-Dehydro-N-Acetyl-Neuraminic Acid
2-Deoxy-2,3-dehydro-N-acetylneuraminic acid
2-deoxy-2,3-dehydro-n-acetyl-neuraminic acid
24967-27-9
C11H17NO8
CHEBI:28062
CHEMBL96712
EINECS 246-550-7
N-Acetyl-2,3-dehydro-2-deoxyneuraminic acid
N-Acetyl-2,3-didehydro-2-deoxyneuraminic acid
Neu5Ac2en
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Structure
Formula
C11H17NO8
Molecular Weight
291.256
Canonical SMILES
CC(=O)N[C@@H]1[C@@H](O)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
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InChI
InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
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InChIKey
JINJZWSZQKHCIP-UFGQHTETSA-N
CAS
24967-27-9
Physicochemical Property
logP
-3.0666
Rotatable Bonds
5
Heavy Atom Count
20
Polar Areas
156.55
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
7
Complexity
20

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 65309
SID: 14998068
ChEMBL ID
CHEMBL96712
DrugBank ID
DB03991
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03201, Sialidase-1
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 49000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  2
1
IC50 = 49000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
Ki = 12000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 49000 nM
2 IC50 = 76000 nM
3 IC50 = 80000 nM
Protein ID: PT03181, Sialidase-2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 43000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 18000 nM
2 IC50 = 32000 nM
3 IC50 = 37000 nM
4 IC50 = 90000 nM
Protein ID: PT03200, Sialidase-3
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 61000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 6300 nM
2 IC50 = 7700 nM
3 IC50 = 30000 nM
4 IC50 = 48000 nM
5 IC50 = 70000 nM
Protein ID: PT02494, Sialidase-4
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 = 74000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 8300 nM
2 IC50 = 13000 nM
3 IC50 = 22000 nM
4 Ki = 1000 nM
Clinical Information about the Compound
Drug 1 ( 2-Deoxy-2,3-Dehydro-N-Acetyl-Neuraminic Acid )
Drug Name 2-Deoxy-2,3-Dehydro-N-Acetyl-Neuraminic Acid
Target(s)
Influenza Neuraminidase (Influ NA)
 Target Info 
Inhibitor