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Compound Detail

CHEMBL2206932

TAMIPHOSPHOR MONOETHYL ESTER
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CCOP(=O)(O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](NC(=N)N)C1

Basic Information

ChEMBL ID CHEMBL2206932
Name TAMIPHOSPHOR MONOETHYL ESTER
Phase Preclinical
Structure Type MOL
InChI Key FRYSRHHJWNBUDF-RRFJBIMHSA-N
6
Targets
13
Activities
2
Assay Types
30
PK Parameters
19
Publications
0
Known Names

Molecular Properties

390.4
MW (Da)
1.43
ALogP
5
HBA
5
HBD
146.8
PSA (Ų)
0.23
QED
0
Ro5 Violations
9
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H31N4O5P
MW 390.42
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 0.76

Activity Summary

EC50 7 meas. best 7.85
IC50 6 meas. best 8.96

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuraminidase
CHEMBL1287610
IC50 8.96 8.28 1.1 2
Influenza A virus
CHEMBL613740
EC50 7.85 6.6671 14.0 7
Neuraminidase
CHEMBL1667683
IC50 7.76 7.76 17.4 1
Neuraminidase
CHEMBL2046263
IC50 6.94 6.94 114.0 1
Unchecked
CHEMBL612545
IC50 6.9 6.9 124.8 1
Neuraminidase
CHEMBL6135
IC50 6.88 6.88 131.7 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 24641.0 ng.hr.mL-1 Canis lupus familiaris
AUC 24516.0 ng.hr.mL-1 Canis lupus familiaris
AUC 11561.0 ng.hr.mL-1 Canis lupus familiaris
AUC 11019.0 ng.hr.mL-1 Canis lupus familiaris
AUC 4763.0 ng.hr.mL-1 Rattus norvegicus
AUC 4610.0 ng.hr.mL-1 Rattus norvegicus
AUC 3170.0 ng.hr.mL-1 Rattus norvegicus
AUC 3168.0 ng.hr.mL-1 Rattus norvegicus
AUC 2629.0 ng.hr.mL-1 Mus musculus
AUC 2575.0 ng.hr.mL-1 Mus musculus
AUC 541.0 ng.hr.mL-1 Mus musculus
AUC 529.0 ng.hr.mL-1 Mus musculus
AUC 390.0 ng.hr.mL-1 Rattus norvegicus
AUC 389.0 ng.hr.mL-1 Rattus norvegicus
AUC 77.9 ng.hr.mL-1 Rattus norvegicus
AUC 69.6 ng.hr.mL-1 Rattus norvegicus
Cmax 6206.14 nM Canis lupus familiaris
Cmax 2394.86 nM Mus musculus
Cmax 1234.57 nM Rattus norvegicus
Cmax 66.08 nM Rattus norvegicus
F 100.0 % Rattus norvegicus
F 100.0 % Canis lupus familiaris
F 100.0 % Rattus norvegicus
F 100.0 % Mus musculus
F 12.1 % Mus musculus
F 11.2 % Canis lupus familiaris
F 6.0 % Rattus norvegicus
F 1.2 % Rattus norvegicus
Fu 0.86 - Canis lupus familiaris
Fu 0.86 - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuraminidase IC50 = 1.1 nM 8.96 Inhibition of wild type Influenza A virus A/WSN/1933(H1N1) neuraminidase in viru... 23009169
Influenza A virus EC50 = 14.0 nM 7.85 Antiviral activity against Influenza A virus A/Panama/2007/99(H3N2) infected in ... 23009169
Neuraminidase IC50 = 17.4 nM 7.76 Inhibition of Influenza A virus (A/reassortant/NIBRG-14(Viet Nam/1194/2004 x Pue... 23009169
Neuraminidase IC50 = 25.1 nM 7.6 Inhibition of oseltamivir-resistant Influenza A virus A/WSN/1933/H275Y(H1N1) neu... 23009169
Influenza A virus EC50 = 34.0 nM 7.47 Antiviral activity against Influenza A virus A/Victoria/3/75(H3N2) infected in M... 23009169
Neuraminidase IC50 = 114.0 nM 6.94 Inhibition of Influenza A virus A/Udorn/1972(H3N2) neuraminidase in virus-infect... 23009169
Unchecked IC50 = 124.8 nM 6.9 Inhibition of Influenza B virus B/Taiwan/70641/2004 neuraminidase in virus-infec... 23009169
Neuraminidase IC50 = 131.7 nM 6.88 Inhibition of Influenza A virus A/Taiwan/3446/2002(H3N2) neuraminidase in virus-... 23009169
Influenza A virus EC50 = 180.0 nM 6.75 Antiviral activity against influenza A virus A/WSN/1933(H1N1) infected in MDCK c... 23009169
Influenza A virus EC50 = 200.0 nM 6.7 Antiviral activity against Influenza A virus A/Duck/MN/1525/81(H5N1) infected in... 23009169
Influenza A virus EC50 = 900.0 nM 6.05 Antiviral activity against oseltamivir-resistant Influenza A virus A/WSN/1933/H2... 23009169
Influenza A virus EC50 = 1000.0 nM 6.0 Antiviral activity against oseltamivir-resistant Influenza A virus A/Hong Kong/2... 23009169
Influenza A virus EC50 = 1400.0 nM 5.85 Antiviral activity against influenza A virus A/CA/07/2009 (pandemic H1N1) infect... 23009169

Literature References

Data from ChEMBL 36 via Core Engine