Home > Compound List > Compound details
203120-46-1 molecular structure
click picture or here to close

(2R,3R,4S)-4-carbamimidamido-3-acetamido-2-[(1S,2R)-2-hydroxy-1-methoxy-3-(octanoyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

ChemBase ID: 172195
Molecular Formular: C21H36N4O8
Molecular Mass: 472.53254
Monoisotopic Mass: 472.25331413
SMILES and InChIs

SMILES:
C1=C(O[C@H]([C@@H]([C@H]1NC(=N)N)NC(=O)C)[C@H]([C@@H](COC(=O)CCCCCCC)O)OC)C(=O)O
Canonical SMILES:
CCCCCCCC(=O)OC[C@H]([C@@H]([C@@H]1OC(=C[C@@H]([C@H]1NC(=O)C)NC(=N)N)C(=O)O)OC)O
InChI:
InChI=1S/C21H36N4O8/c1-4-5-6-7-8-9-16(28)32-11-14(27)18(31-3)19-17(24-12(2)26)13(25-21(22)23)10-15(33-19)20(29)30/h10,13-14,17-19,27H,4-9,11H2,1-3H3,(H,24,26)(H,29,30)(H4,22,23,25)/t13-,14+,17+,18-,19+/m0/s1
InChIKey:
UKTIJASCFRNWCB-JCZGSWPSSA-N

Cite this record

CBID:172195 http://www.chembase.cn/molecule-172195.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3R,4S)-4-carbamimidamido-3-acetamido-2-[(1S,2R)-2-hydroxy-1-methoxy-3-(octanoyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
IUPAC Traditional name
(4S,5R,6R)-4-carbamimidamido-5-acetamido-6-[(1S,2R)-2-hydroxy-1-methoxy-3-(octanoyloxy)propyl]-5,6-dihydro-4H-pyran-2-carboxylic acid
Synonyms
5-(Acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl-D-glycero-D-galacto-non-2-enonic Acid 9-Octanoate
(2R,3R,4S)-3-Acetamido-4-guanidino-2-[(1R,2R)-2-hydroxy-1-methoxy-3-(octanoyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylic Acid
(4S,5R,6R)-5-Acetamido-4-guanidino-6-[(1R,2R)-2-hydroxy-1-methoxy-3-(octanoyloxy)propyl]-5,6-dihydro-4H-pyran-2-carboxylic Acid
CS 8958
Laninamivir Octanoate
CAS Number
203120-46-1
PubChem SID
164228105
PubChem CID
12071753

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC L174010 external link Add to cart
PubChem 12071753 external link
Data Source Data ID Price
TRC
L174010 external link Add to cart Please log in.
Data Source Data ID
PubChem 12071753 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.4489121  H Acceptors 10 
H Donor LogD (pH = 5.5) -1.7692896 
LogD (pH = 7.4) -1.7661563  Log P -1.7661742 
Molar Refractivity 128.0174 cm3 Polarizability 46.12899 Å3
Polar Surface Area 193.29 Å2 Rotatable Bonds 15 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - L174010 external link
Laninamivir (L174000) prodrug; a novel long-acting neuraminidase inhibitor.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Neumann, G., et al.: Nature, 459, 931 (2009)
  • • Yamashita, M., et al.: Antimicrob. Agents Chemother., 53, 186 (2009)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle