Home > Compound List > Compound details
152178-79-5 molecular structure
click picture or here to close

methyl (2R,3R,4R)-4-azido-3-acetamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate

ChemBase ID: 179625
Molecular Formular: C12H18N4O7
Molecular Mass: 330.29392
Monoisotopic Mass: 330.11754894
SMILES and InChIs

SMILES:
C1=C(O[C@H]([C@@H]([C@@H]1N=[N+]=[N-])NC(=O)C)[C@@H]([C@@H](CO)O)O)C(=O)OC
Canonical SMILES:
OC[C@H]([C@H]([C@@H]1OC(=C[C@H]([C@H]1NC(=O)C)N=[N+]=[N-])C(=O)OC)O)O
InChI:
InChI=1S/C12H18N4O7/c1-5(18)14-9-6(15-16-13)3-8(12(21)22-2)23-11(9)10(20)7(19)4-17/h3,6-7,9-11,17,19-20H,4H2,1-2H3,(H,14,18)/t6-,7-,9-,10-,11-/m1/s1
InChIKey:
MMLUEZXBKJUPII-JBSYKWBFSA-N

Cite this record

CBID:179625 http://www.chembase.cn/molecule-179625.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (2R,3R,4R)-4-azido-3-acetamido-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylate
IUPAC Traditional name
methyl (4R,5R,6R)-4-azido-5-acetamido-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylate
Synonyms
5-(Acetylamino)-2,6-anhydro-4-azido-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic Acid Methyl Ester
Zanamivir Azide Methyl Ester
CAS Number
152178-79-5
PubChem SID
164235535
PubChem CID
71753012

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC Z148030 external link Add to cart
PubChem 71753012 external link
Data Source Data ID Price
TRC
Z148030 external link Add to cart Please log in.
Data Source Data ID
PubChem 71753012 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.62308  H Acceptors
H Donor LogD (pH = 5.5) -2.6026266 
LogD (pH = 7.4) -2.6026282  Log P -2.4885802 
Molar Refractivity 75.1723 cm3 Polarizability 29.013716 Å3
Polar Surface Area 154.75 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Apperance
White Solid expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - Z148030 external link
An intermediate used in the preparation of Zanamivir derivatives.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Andrews, D., et al.: Eur. J. Med. Chem., 34, 563 (1999)
  • • Altamore, T., et al.: Bioorg. Med. Chem., 14, 1126 (1999)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle