2,4-Deoxy-4-Guanidino-5-N-Acetyl-Neuraminic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyranoid amino acids and derivatives. These are compounds containing a (hydro)pyran ring bearing unprotected amino and carboxylic acid functionalities.

Pyranoid amino acids and derivatives

Organic compounds

Organooxygen compounds

Carbohydrates and carbohydrate conjugates

Sugar acids and derivatives

Calculated Property

kind Value Source
logP -2.6 ALOGPS
logS -2.1 ALOGPS
Water Solubility 2.78e+00 g/l ALOGPS
logP -5.8 ChemAxon
IUPAC Name (2R,4R,5S,6R)-4-carbamimidamido-5-acetamido-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon
Traditional IUPAC Name (2R,4R,5S,6R)-4-carbamimidamido-5-acetamido-6-[(1R,2S)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon
Molecular Weight 334.3257 ChemAxon
Monoisotopic Weight 334.148849078 ChemAxon
SMILES CC(=O)N[C@H]1[C@@H](C[C@@H](O[C@H]1[C@H](O)[C@@H](O)CO)C(O)=O)NC(N)=N ChemAxon
Molecular Formula C12H22N4O7 ChemAxon
InChI InChI=1S/C12H22N4O7/c1-4(18)15-8-5(16-12(13)14)2-7(11(21)22)23-10(8)9(20)6(19)3-17/h5-10,17,19-20H,2-3H2,1H3,(H,15,18)(H,21,22)(H4,13,14,16)/t5-,6+,7-,8+,9-,10-/m1/s1 ChemAxon
InChIKey InChIKey=DAAUVSVERFXBSX-WHSUVHHGSA-N ChemAxon
Polar Surface Area (PSA) 198.22 ChemAxon
Refractivity 85.02 ChemAxon
Polarizability 31.98 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 10 ChemAxon
H Bond Donor Count 8 ChemAxon
pKa (strongest acidic) 3.65 ChemAxon
pKa (strongest basic) 12.13 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Neuraminidase : in Influenza A virus (strain A/Tern/Australia/G70C/1975 H11N9)