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Compound Detail

CHEMBL2206458

TAMIPHOSPHOR MONOETHYL ESTER
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CCOP(=O)(O)C1=C[C@@H](OC(CC)CC)[C@H](NC(C)=O)[C@@H](N)C1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2206458
Name TAMIPHOSPHOR MONOETHYL ESTER
Phase Preclinical
Structure Type MOL
InChI Key MAKSKQQRSUORDZ-RRFJBIMHSA-N
7
Targets
15
Activities
2
Assay Types
5
PK Parameters
12
Publications
0
Known Names

Molecular Properties

348.4
MW (Da)
1.90
ALogP
5
HBA
3
HBD
110.9
PSA (Ų)
0.58
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H29N2O5P
MW 348.38
Aromatic Rings 0
Heavy Atoms 23
NP-Likeness 0.95

Activity Summary

EC50 9 meas. best 8.7
IC50 6 meas. best 8.66

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Influenza A virus
CHEMBL613740
 EC50 8.7 7.31 2.0 7
Neuraminidase
CHEMBL1667683
 IC50 8.66 8.66 2.2 1
Neuraminidase
CHEMBL1287610
 IC50 8.52 7.15 3.0 2
Neuraminidase
CHEMBL2046263
 IC50 8.42 8.42 3.8 1
Neuraminidase
CHEMBL6135
 IC50 8.23 8.23 5.9 1
Unchecked
CHEMBL612545
 IC50 7.09 7.09 80.9 1
Influenza B virus
CHEMBL613129
 EC50 6.16 6.06 695.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 1286.0 ng.hr.mL-1 Rattus norvegicus
AUC 1267.0 ng.hr.mL-1 Rattus norvegicus
F 100.0 % Rattus norvegicus
MRT 1.44 hr Rattus norvegicus
T1/2 1.8 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Influenza A virus EC50 = 2.0 nM 8.7 Antiviral activity against Influenza A virus A/Panama/2007/99(H3N2) infected in ... 23009169
Neuraminidase IC50 = 2.2 nM 8.66 Inhibition of Influenza A virus (A/reassortant/NIBRG-14(Viet Nam/1194/2004 x Pue... 23009169
Neuraminidase IC50 = 3.0 nM 8.52 Inhibition of wild type Influenza A virus A/WSN/1933(H1N1) neuraminidase in viru... 23009169
Neuraminidase IC50 = 3.8 nM 8.42 Inhibition of Influenza A virus A/Udorn/1972(H3N2) neuraminidase in virus-infect... 23009169
Influenza A virus EC50 = 5.0 nM 8.3 Antiviral activity against Influenza A virus A/Duck/MN/1525/81(H5N1) infected in... 23009169
Neuraminidase IC50 = 5.9 nM 8.23 Inhibition of Influenza A virus A/Taiwan/3446/2002(H3N2) neuraminidase in virus-... 23009169
Influenza A virus EC50 = 41.0 nM 7.39 Antiviral activity against Influenza A virus A/Victoria/3/75(H3N2) infected in M... 23009169
Influenza A virus EC50 = 47.0 nM 7.33 Antiviral activity against influenza A virus A/WSN/1933(H1N1) infected in MDCK c... 23009169
Unchecked IC50 = 80.9 nM 7.09 Inhibition of Influenza B virus B/Taiwan/70641/2004 neuraminidase in virus-infec... 23009169
Influenza A virus EC50 = 165.0 nM 6.78 Antiviral activity against influenza A virus A/CA/07/2009 (pandemic H1N1) infect... 23009169
Influenza A virus EC50 = 440.0 nM 6.36 Antiviral activity against oseltamivir-resistant Influenza A virus A/Hong Kong/2... 23009169
Influenza A virus EC50 = 490.0 nM 6.31 Antiviral activity against oseltamivir-resistant Influenza A virus A/WSN/1933/H2... 23009169
Influenza B virus EC50 = 695.0 nM 6.16 Antiviral activity against Influenza B virus B/Sichuan/379/99 infected in MDCK c... 23009169
Influenza B virus EC50 = 1100.0 nM 5.96 Antiviral activity against Influenza B virus B/Florida/4/2006 infected in MDCK c... 23009169
Neuraminidase IC50 = 1679.0 nM 5.78 Inhibition of oseltamivir-resistant Influenza A virus A/WSN/1933/H275Y(H1N1) neu... 23009169

Literature References

PubMed DOI Target Context # Activities
23009169 10.1021/jm3008486 Influenza A virus 23
23009169 10.1021/jm3008486 Mus musculus 8
23009169 10.1021/jm3008486 Rattus norvegicus 7
23009169 10.1021/jm3008486 Neuraminidase 5
23009169 10.1021/jm3008486 Influenza B virus 2
23009169 10.1021/jm3008486 Liver microsomes 1
23009169 10.1021/jm3008486 No relevant target 1
23009169 10.1021/jm3008486 Unchecked 1
23009169 10.1021/jm3008486 MDCK 1
23009169 10.1021/jm3008486 Plasma 1
24836064 10.1016/j.ejmech.2014.04.082 HEK-293T 1
24836064 10.1016/j.ejmech.2014.04.082 MDCK 1

Data from ChEMBL 36 via Core Engine