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Compound Detail

CHEMBL2206456

TAMIPHOSPHOR
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CCC(CC)O[C@@H]1C=C(P(=O)(O)O)C[C@H](N)[C@H]1NC(C)=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2206456
Name TAMIPHOSPHOR
Phase Preclinical
Structure Type MOL
InChI Key MSIIIHISTLWEPM-YNEHKIRRSA-N
7
Targets
16
Activities
3
Assay Types
12
PK Parameters
10
Publications
0
Known Names

Molecular Properties

320.3
MW (Da)
0.86
ALogP
4
HBA
4
HBD
121.9
PSA (Ų)
0.54
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H25N2O5P
MW 320.33
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 1.01

Activity Summary

EC50 9 meas. best 8.15
IC50 6 meas. best 9.28
Ki 1 meas. best 7.58

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuraminidase
CHEMBL1667683
 IC50 9.28 9.28 0.5 1
Neuraminidase
CHEMBL2046263
 IC50 8.8 8.8 1.6 1
Neuraminidase
CHEMBL6135
 IC50 8.74 8.74 1.8 1
Neuraminidase
CHEMBL1287610
 IC50 8.62 7.31 2.4 2
Influenza A virus
CHEMBL613740
 EC50 8.15 6.8057 7.0 7
Unchecked
CHEMBL612545
 Ki 7.58 7.58 26.0 1
Unchecked
CHEMBL612545
 IC50 7.13 7.13 73.6 1
Influenza B virus
CHEMBL613129
 EC50 5.7 5.535 2000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 2634.0 ng.hr.mL-1 Rattus norvegicus
AUC 2620.0 ng.hr.mL-1 Rattus norvegicus
AUC 55.69 ng.hr.mL-1 Rattus norvegicus
AUC 51.04 ng.hr.mL-1 Rattus norvegicus
Cmax 40.33 nM Rattus norvegicus
F 100.0 % Rattus norvegicus
F 2.33 % Rattus norvegicus
MRT 4.4 hr Rattus norvegicus
MRT 1.47 hr Rattus norvegicus
T1/2 3.36 hr Rattus norvegicus
T1/2 3.05 hr Rattus norvegicus
Tmax 1.46 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuraminidase IC50 = 0.52 nM 9.28 Inhibition of Influenza A virus (A/reassortant/NIBRG-14(Viet Nam/1194/2004 x Pue... 23009169
Neuraminidase IC50 = 1.6 nM 8.8 Inhibition of Influenza A virus A/Udorn/1972(H3N2) neuraminidase in virus-infect... 23009169
Neuraminidase IC50 = 1.8 nM 8.74 Inhibition of Influenza A virus A/Taiwan/3446/2002(H3N2) neuraminidase in virus-... 23009169
Neuraminidase IC50 = 2.4 nM 8.62 Inhibition of wild type Influenza A virus A/WSN/1933(H1N1) neuraminidase in viru... 23009169
Influenza A virus EC50 = 7.0 nM 8.15 Antiviral activity against Influenza A virus A/Duck/MN/1525/81(H5N1) infected in... 23009169
Influenza A virus EC50 = 8.0 nM 8.1 Antiviral activity against Influenza A virus A/Panama/2007/99(H3N2) infected in ... 23009169
Unchecked Ki = 26.0 nM 7.58 Inhibition of Influenza A virus (A/California/07/2009(H1N1)) recombinant wild ty... 27236066
Influenza A virus EC50 = 43.0 nM 7.37 Antiviral activity against Influenza A virus A/Victoria/3/75(H3N2) infected in M... 23009169
Unchecked IC50 = 73.6 nM 7.13 Inhibition of Influenza B virus B/Taiwan/70641/2004 neuraminidase in virus-infec... 23009169
Influenza A virus EC50 = 84.0 nM 7.08 Antiviral activity against influenza A virus A/WSN/1933(H1N1) infected in MDCK c... 23009169
Influenza A virus EC50 = 235.0 nM 6.63 Antiviral activity against influenza A virus A/CA/07/2009 (pandemic H1N1) infect... 23009169
Neuraminidase IC50 = 993.0 nM 6.0 Inhibition of oseltamivir-resistant Influenza A virus A/WSN/1933/H275Y(H1N1) neu... 23009169
Influenza B virus EC50 = 2000.0 nM 5.7 Antiviral activity against Influenza B virus B/Florida/4/2006 infected in MDCK c... 23009169
Influenza B virus EC50 = 4250.0 nM 5.37 Antiviral activity against Influenza B virus B/Sichuan/379/99 infected in MDCK c... 23009169
Influenza A virus EC50 = 6550.0 nM 5.18 Antiviral activity against oseltamivir-resistant Influenza A virus A/Hong Kong/2... 23009169
Influenza A virus EC50 = 7400.0 nM 5.13 Antiviral activity against oseltamivir-resistant Influenza A virus A/WSN/1933/H2... 23009169

Literature References

PubMed DOI Target Context # Activities
23009169 10.1021/jm3008486 Influenza A virus 21
23009169 10.1021/jm3008486 Rattus norvegicus 16
23009169 10.1021/jm3008486 Mus musculus 8
23009169 10.1021/jm3008486 Neuraminidase 5
23009169 10.1021/jm3008486 Influenza B virus 2
27236066 10.1016/j.ejmech.2016.05.016 Unchecked 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

Data from ChEMBL 36 via Core Engine