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Compound Detail

CHEMBL466246

LANINAMIVIR
🧪 Phase II
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🧪 Phase II
CO[C@@H]([C@@H]1OC(C(=O)O)=C[C@H](NC(=N)N)[C@H]1NC(C)=O)[C@H](O)CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL466246
Name LANINAMIVIR
Phase Phase II
Structure Type MOL
InChI Key QNRRHYPPQFELSF-CNYIRLTGSA-N

Known Names

Laninamivir R-125489
9
Targets
120
Activities
1
Assay Types
30
PK Parameters
20
Publications
2
Known Names
2
Indications

Molecular Properties

346.3
MW (Da)
-2.92
ALogP
7
HBA
7
HBD
187.2
PSA (Ų)
0.19
QED
1
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -vir

Extended Properties

Molecular Formula C13H22N4O7
MW 346.34
Aromatic Rings 0
Heavy Atoms 24
NP-Likeness 1.20

Indications

Influenza, Human Virus Diseases

ATC Classification

J05AH04
laninamivir
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 120 meas. best 9.85

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Influenza A virus
CHEMBL613740
 IC50 9.85 9.0869 0.1 35
H5N1 subtype
CHEMBL613845
 IC50 9.47 9.47 0.3 1
H2N2 subtype
CHEMBL612765
 IC50 9.37 9.37 0.4 1
Unchecked
CHEMBL612545
 IC50 9.21 7.8353 0.6 34
Influenza A virus H3N2
CHEMBL2366902
 IC50 8.89 8.83 1.3 2
Neuraminidase
CHEMBL6135
 IC50 8.89 8.1066 1.3 44
Influenza A virus (A/Puerto Rico/8/1934(H1N1))
CHEMBL612610
 IC50 8.62 8.62 2.4 1
Influenza B virus
CHEMBL613129
 IC50 8.38 8.38 4.2 1
Neuraminidase
CHEMBL3232678
 IC50 5.51 5.51 3100.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 154.12 ng.hr.mL-1 Mus musculus
AUC 270.84 ng.hr.mL-1 Mus musculus
AUC 9178.01 ng.hr.mL-1 Mus musculus
AUC 6788.26 ng.hr.mL-1 Mus musculus
AUClast 75800.0 pmol.hr/g Mus musculus
AUClast 9890.0 pmol.hr/g Mus musculus
Cmax 6.41 nmol/g Mus musculus
Cmax 2680.0 pmol/g Mus musculus
Cmax 181.0 nM Mus musculus
Cmax 478.0 nM Mus musculus
Cmax 4350.0 pmol/g Mus musculus
Cmax 1520.0 nM Mus musculus
Cmax 19900.0 nM Mus musculus
Cmax 1020.0 pmol/g Mus musculus
F 3.5 % Rattus norvegicus
T1/2 41.4 hr Mus musculus
T1/2 41.4 hr Mus musculus
T1/2 72.0 hr Homo sapiens
T1/2 13.1 hr Mus musculus
T1/2 30.9 hr Mus musculus
T1/2 25.0 hr Mus musculus
T1/2 25.1 hr Mus musculus
T1/2 25.4 hr Mus musculus
Tmax 3.0 hr Mus musculus
Tmax 0.25 hr Mus musculus
Tmax 4.0 hr Homo sapiens
Tmax 1.0 hr Mus musculus
Tmax 0.5 hr Mus musculus
Tmax 6.0 hr Mus musculus
Tmax 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Influenza A virus IC50 = 0.14 nM 9.85 Antiviral activity against influenza A (A/Washington/10/2008 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.17 nM 9.77 Antiviral activity against influenza A (A/North Carolina/02/2009 (H1N1)) virus a... 20585136
Influenza A virus IC50 = 0.3 nM 9.52 Antiviral activity against influenza A (A/Singapore/91/2009 (H1N1)) virus after ... 20585136
H5N1 subtype IC50 = 0.34 nM 9.47 Antiviral activity against Influenza A virus (A/R(duck/Mongolia/54/01-duck/Mongo... 19414262
Influenza A virus IC50 = 0.34 nM 9.47 Antiviral activity against influenza A (A/Montana/02/2009 (H1N1)) virus harborin... 20585136
Influenza A virus IC50 = 0.34 nM 9.47 Antiviral activity against influenza A (A/North Carolina/01/2009 (H1N1)) virus h... 20585136
H2N2 subtype IC50 = 0.43 nM 9.37 Antiviral activity against Influenza A virus (A/Singapore/1/1957 (H2N2)) assesse... 19414262
Influenza A virus IC50 = 0.48 nM 9.32 Antiviral activity against influenza A (A/Osaka/180/2009 (H1N1)) virus harboring... 20585136
Influenza A virus IC50 = 0.49 nM 9.31 Antiviral activity against influenza A (A/New York/18/2009 (H1N1)) virus after 3... 20585136
Influenza A virus IC50 = 0.49 nM 9.31 Antiviral activity against influenza A (A/Washington/29/2009 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.51 nM 9.29 Antiviral activity against influenza A (A/Singapore/91/2009 (H1N1)) virus after ... 20585136
Influenza A virus IC50 = 0.53 nM 9.28 Antiviral activity against influenza A (A/Washington/10/2008 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.61 nM 9.21 Antiviral activity against influenza A (A/North Carolina/02/2009 (H1N1)) virus a... 20585136
Unchecked IC50 = 0.62 nM 9.21 Inhibition of influenza virus neuraminidase 36252951
Influenza A virus IC50 = 0.74 nM 9.13 Antiviral activity against influenza A (A/Singapore/57/2009 (H1N1)) virus harbor... 20585136
Influenza A virus IC50 = 0.74 nM 9.13 Antiviral activity against influenza A (A/Washington/29/2009 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.74 nM 9.13 Antiviral activity against influenza A (A/New York/18/2009 (H1N1)) virus after 1... 20585136
Influenza A virus IC50 = 0.78 nM 9.11 Antiviral activity against influenza A (A/Hong Kong/2369/2009 (H1N1)) virus harb... 20585136
Influenza A virus IC50 = 0.79 nM 9.1 Antiviral activity against influenza A (A/Washington/10/2008 (H1N1)) virus after... 20585136
Influenza A virus IC50 = 0.82 nM 9.09 Antiviral activity against influenza A (A/Montana/02/2009 (H1N1)) virus harborin... 20585136

Literature References

PubMed DOI Target Context # Activities
20585136 10.1128/aac.00581-10 Influenza A virus 60
18955520 10.1128/aac.00333-08 Neuraminidase 43
18955520 10.1128/aac.00333-08 Unchecked 32
23091189 10.1124/dmd.112.048280 ADMET 13
23091189 10.1124/dmd.112.048280 Lung 10
19414262 10.1016/j.bmcl.2009.04.067 Unchecked 8
23091189 10.1124/dmd.112.048280 Plasma 8
19687241 10.1128/aac.00731-09 Lung 4
19414262 10.1016/j.bmcl.2009.04.067 Influenza A virus 3
18955520 10.1128/aac.00333-08 Influenza A virus 3
19414262 10.1016/j.bmcl.2009.04.067 Influenza A virus H3N2 2
24613627 10.1016/j.bmc.2014.02.014 Neuraminidase 2
23091189 10.1124/dmd.112.048280 Homo sapiens 2
20047917 10.1128/aac.01311-09 Mus musculus 1
18955520 10.1128/aac.00333-08 HeLa 1
18955520 10.1128/aac.00333-08 MDCK 1
37120995 10.1016/j.ejmech.2023.115410 Neuraminidase 1
19414262 10.1016/j.bmcl.2009.04.067 H5N1 subtype 1
19414262 10.1016/j.bmcl.2009.04.067 Influenza B virus 1
19414262 10.1016/j.bmcl.2009.04.067 H2N2 subtype 1

Data from ChEMBL 36 via Core Engine