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Compound Detail

CHEMBL4127125

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CC(=O)N[C@@H]1[C@@H](O)[C@@H](F)[C@](F)(C(=O)O)O[C@H]1C[C@H](O)CO
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4127125
Phase Preclinical
Structure Type MOL
InChI Key NDXUMNONGSWWQV-QYKRXNJRSA-N
8
Targets
29
Activities
2
Assay Types
7
PK Parameters
4
Publications
0
Known Names

Molecular Properties

313.2
MW (Da)
-1.92
ALogP
6
HBA
5
HBD
136.3
PSA (Ų)
0.40
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C11H17F2NO7
MW 313.25
Aromatic Rings 0
Heavy Atoms 21
NP-Likeness 1.05

Activity Summary

IC50 24 meas. best 7.43
EC50 5 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Neuraminidase
CHEMBL6135
 IC50 7.43 6.5742 37.0 12
Neuraminidase
CHEMBL4295840
 IC50 7.4 7.02 40.0 2
Influenza A virus
CHEMBL613740
 EC50 7.0 5.5 100.0 4
Neuraminidase
CHEMBL6015
 IC50 6.99 6.625 102.0 4
Neuraminidase
CHEMBL3377
 IC50 6.67 6.24 212.0 2
Neuraminidase
CHEMBL1667684
 IC50 6.55 6.525 281.0 2
Unchecked
CHEMBL612545
 IC50 6.54 6.45 289.0 2
Influenza B virus
CHEMBL613129
 EC50 6.0 6.0 1000.0 1

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.4867 hr Influenza A virus
T1/2 0.2633 hr Influenza A virus
T1/2 0.25 hr Influenza A virus
T1/2 0.205 hr Influenza A virus (A/chicken/Bangli/BBVD-563/2007(H5N1))
T1/2 0.2317 hr Influenza A virus (A/Fukui/45/2004(H3N2))
T1/2 0.225 hr Influenza A virus (A/NWS/G70C(H1N9))
T1/2 1.145 hr Influenza B virus (B/Perth/211/2001)

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Neuraminidase IC50 = 37.0 nM 7.43 Inhibition of Influenza A virus (A/Mississippi/03/01 (H1N1)) neuraminidase activ... 29397718
Neuraminidase IC50 = 40.0 nM 7.4 Inhibition of Influenza B virus (B/Perth/211/2001) neuraminidase activity using ... 29397718
Neuraminidase IC50 = 61.0 nM 7.21 Inhibition of Influenza A virus (A/Mississippi/03/01 (H1N1)) neuraminidase activ... 29397718
Neuraminidase IC50 = 98.0 nM 7.01 Inhibition of Influenza A virus (A/Mississippi/03/01 (H1N1)) neuraminidase H274Y... 29397718
Influenza A virus EC50 = 100.0 nM 7.0 Antiviral activity against Influenza A virus (A/Mississippi/03/01 (H1N1)) infect... 29397718
Neuraminidase IC50 = 102.0 nM 6.99 Inhibition of Influenza A virus (A/Fukui/45/04(H3N2)) neuraminidase E119V mutant... 29397718
Neuraminidase IC50 = 104.0 nM 6.98 Inhibition of Influenza A virus (A/Mississippi/03/01 (H1N1)) neuraminidase H274Y... 29397718
Neuraminidase IC50 = 191.0 nM 6.72 Inhibition of Influenza A virus (A/Fukui/45/04(H3N2)) neuraminidase E119V mutant... 29397718
Neuraminidase IC50 = 212.0 nM 6.67 Inhibition of Influenza B virus (B/Perth/211/2001) neuraminidase D197E mutant ac... 29397718
Neuraminidase IC50 = 228.0 nM 6.64 Inhibition of Influenza B virus (B/Perth/211/2001) neuraminidase activity using ... 29397718
Neuraminidase IC50 = 281.0 nM 6.55 Inhibition of Influenza A virus (A/chicken/Bangli/BBVD-563/2007(H5N1)) clade 2 n... 29397718
Unchecked IC50 = 289.0 nM 6.54 Inhibition of Influenza A virus (A/NWS/G70C(H1N9)) neuraminidase activity using ... 29397718
Neuraminidase IC50 = 316.0 nM 6.5 Inhibition of Influenza A virus (A/swine/Shepparton/6/2009 (H1N1)) neuraminidase... 29397718
Neuraminidase IC50 = 316.0 nM 6.5 Inhibition of Influenza A virus (A/chicken/Bangli/BBVD-563/2007(H5N1)) clade 2 n... 29397718
Neuraminidase IC50 = 330.0 nM 6.48 Inhibition of Influenza A virus (A/California/07/09 (H1N1)) neuraminidase activi... 29397718
Neuraminidase IC50 = 345.0 nM 6.46 Inhibition of Influenza A virus (A/Fukui/45/04(H3N2)) neuraminidase activity usi... 29397718
Neuraminidase IC50 = 418.0 nM 6.38 Inhibition of Influenza A virus (A/swine/Shepparton/6/2009 (H1N1)) neuraminidase... 29397718
Unchecked IC50 = 438.0 nM 6.36 Inhibition of Influenza A virus (A/NWS/G70C(H1N9)) neuraminidase activity using ... 29397718
Neuraminidase IC50 = 457.0 nM 6.34 Inhibition of Influenza A virus (A/California/07/09 (H1N1)) neuraminidase activi... 29397718
Neuraminidase IC50 = 460.0 nM 6.34 Inhibition of Influenza A virus (A/chicken/Vietnam/08/2004 (H5N1)) clade 1 neura... 29397718

Literature References

PubMed DOI Target Context # Activities
29397718 10.1021/acs.jmedchem.7b01467 Neuraminidase 39
29397718 10.1021/acs.jmedchem.7b01467 Unchecked 4
29397718 10.1021/acs.jmedchem.7b01467 Influenza A virus 4
29397718 10.1021/acs.jmedchem.7b01467 Influenza B virus 1

Data from ChEMBL 36 via Core Engine