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Laninamivir Octanoate

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Chemistry

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Also known as: Mcg28bi87w, 1233643-88-3, Inavir, Laninamivir octanoate hydrate, Laninamivir octanoate hydrate (jan), Laninamivir octanoate hydrate [jan]

Molecular Formula

C₂₁H₃₈N₄O₉

Molecular Weight

490.5 g/mol

InChI Key

IBFFAVWCRFPPNZ-QZAMVOJNSA-N

FDA UNII

MCG28BI87W

1 2D Structure

Laninamivir Octanoate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2-hydroxy-1-methoxy-3-octanoyloxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid;hydrate

2.1.2 InChI

InChI=1S/C21H36N4O8.H2O/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);1H2/t13-,14+,17+,18+,19+;/m0./s1

2.1.3 InChI Key

IBFFAVWCRFPPNZ-QZAMVOJNSA-N

2.1.4 Canonical SMILES

CCCCCCCC(=O)OCC(C(C1C(C(C=C(O1)C(=O)O)N=C(N)N)NC(=O)C)OC)O.O

2.1.5 Isomeric SMILES

CCCCCCCC(=O)OC[C@H]([C@H]([C@H]1[C@@H]([C@H](C=C(O1)C(=O)O)N=C(N)N)NC(=O)C)OC)O.O

2.2 Other Identifiers

2.2.1 UNII

MCG28BI87W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-(acetylamino)-4-((aminoiminomethyl)amino)-2,6-anhydro-3,4,5-trideoxy-7-o-methyl-d-glycero-d-galacto-non-2-enonic Acid

2. Laninamivir

3. Laninamivir Octanoate

4. Laninamivir Octanoate Hydrate

5. Laninamivir Trifluoroacetate

6. R 125489

7. R-125489

8. R125489

2.3.2 Depositor-Supplied Synonyms

1. Mcg28bi87w

2. 1233643-88-3

3. Inavir

4. Laninamivir Octanoate Hydrate

5. Laninamivir Octanoate Hydrate (jan)

6. Laninamivir Octanoate Hydrate [jan]

7. Unii-mcg28bi87w

8. Schembl17728099

9. Dtxsid70153991

10. Laninamivir Octanoate Hydrate, (+)-

11. D09547

12. Laninamivir Octanoate Monohydrate [who-dd]

13. Laninamivir Octanoic Acid Ester Hydrate [mi]

14. Q27283864

15. (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 Monohydrate

2.4 Create Date

2010-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₈N₄O₉
Molecular Weight	490.5 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	15
Exact Mass	490.26387880 g/mol
Monoisotopic Mass	490.26387880 g/mol
Topological Polar Surface Area	197 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	723
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

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