203120-17-6
203120-17-6 structure
- Name: Laninamivir
- Chemical Name: (2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
- CAS Number: 203120-17-6
- Molecular Formula: C13H22N4O7
- Molecular Weight: 346.34
- Catalog: Signaling Pathways Anti-infection Influenza Virus
- Create Date: 2018-12-30 20:44:57
- Modify Date: 2024-01-24 09:54:28
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Laninamivir (R 125489) is a potent influenza neuraminidase (NA) inhibitor with IC50s of 0.90 nM, 1.83 nM and 3.12 nM for avian H12N5 NA (N5), pH1N1 N1 NA (p09N1) and A/RI/5+/1957 H2N2 N2 (p57N2), respectively[1].
| Name | (2R,3R,4S)-3-acetamido-4-(diaminomethylideneamino)-2-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid |
|---|---|
| Synonyms |
5-acetamido-4-guanidino-2,3,4,5-tetradeoxy-7-O-methyl-D-glycero-D-galacto-non-2-enopyranosoic acid
Laninamivir CS-8958 (6R)-5-Acetamido-2,6-anhydro-4-carbamimidamido-3,4,5-trideoxy-6-[(1R,2R)-2,3-dihydroxy-1-methoxypropyl]-L-threo-hex-2-enonic acid D-glycero-D-galacto-Non-2-enonic acid, 5-(acetylamino)-4-[(aminoiminomethyl)amino]-2,6-anhydro-3,4,5-trideoxy-7-O-methyl- |
| Description | Laninamivir (R 125489) is a potent influenza neuraminidase (NA) inhibitor with IC50s of 0.90 nM, 1.83 nM and 3.12 nM for avian H12N5 NA (N5), pH1N1 N1 NA (p09N1) and A/RI/5+/1957 H2N2 N2 (p57N2), respectively[1]. |
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| Related Catalog | |
| Target |
IC50: 0.90 nM (N5), 1.83 nM (p09N1), 3.12 nM (p57N2)[1] |
| In Vitro | Laninamivir inhibits efficiently common oseltamivir-resistant viruses, including those with the ubiquitous His274Tyr substitution[1]. Laninamivir is potent against p57N2, p09N1 and N5 with a similar binding mode to Zanamivir[1]. |
| References |
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Molecular Formula | C13H22N4O7 |
| Molecular Weight | 346.34 |
| Exact Mass | 346.148834 |
| PSA | 190.71000 |
| LogP | -3.06 |
| Index of Refraction | 1.634 |
| Precursor 3 | |
|---|---|
| DownStream 0 | |
![methyl (4S,5R,6R)-5-acetamido-4-guanidino-6-[(S)-methoxy-((R)-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5,6-dihydro-4H-pyran-2-carboxylate structure](https://www.chemsrc.com/caspic/001/1072449-92-3.png)
![(4S,5R,6R)-5-acetylamino-4-amino-6-[(1R,2R)-2,3-dihydroxy-1-methoxy-propyl]-5,6-dihydro-4H-pyran-2-carboxylic acid structure](https://www.chemsrc.com/caspic/453/475483-21-7.png)
