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Compound Detail

CHEMBL5591147

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CN(C)S(=O)(=O)c1ccc(N2CC[C@H](O)C2)c(-c2cc3ccccc3[nH]2)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5591147
Phase Preclinical
Structure Type MOL
InChI Key LRLDBMBSWOIZJR-HNNXBMFYSA-N
6
Targets
8
Activities
2
Assay Types
5
PK Parameters
12
Publications
0
Known Names

Molecular Properties

385.5
MW (Da)
2.66
ALogP
4
HBA
2
HBD
76.6
PSA (Ų)
0.72
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H23N3O3S
MW 385.49
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.28

Activity Summary

EC50 7 meas. best 7.64
IC50 1 meas. best 4.64

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 EC50 7.64 7.41 23.0 3
Human coronavirus 229E
CHEMBL613837
 EC50 7.52 7.52 30.0 1
SARS-CoV-2
CHEMBL4303835
 EC50 7.21 7.21 62.0 1
Human respirovirus 3
CHEMBL613126
 EC50 6.73 6.73 187.0 1
Influenza A virus
CHEMBL613740
 EC50 6.53 6.53 297.0 1
ADMET
CHEMBL612558
 IC50 4.64 4.64 23000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 158.0 mL.min-1.kg-1 Homo sapiens
CL 3761.0 mL.min-1.kg-1 Rattus norvegicus
CL 2268.0 mL.min-1.kg-1 Mus musculus
F 28.0 % Mus musculus
MRT 1.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked EC50 = 23.0 nM 7.64 Inhibition of STT3A/STT3B mediated N-linked glycosylation in human H1-HeLa cells... 39136957
Human coronavirus 229E EC50 = 30.0 nM 7.52 Antiviral activity against Human coronavirus 229E infected in human MRC5 cells a... 39136957
Unchecked EC50 = 41.0 nM 7.39 Inhibition of STT3A/STT3B mediated N-linked glycosylation in STT3B knockout huma... 39136957
SARS-CoV-2 EC50 = 62.0 nM 7.21 Antiviral activity against SARS-CoV-2 infected in human A549 cells assessed as r... 39136957
Unchecked EC50 = 63.0 nM 7.2 Inhibition of STT3A/STT3B mediated N-linked glycosylation in STT3A knockout huma... 39136957
Human respirovirus 3 EC50 = 187.0 nM 6.73 Antiviral activity against Human parainfluenza virus 3 JS infected in human A549... 39136957
Influenza A virus EC50 = 297.0 nM 6.53 Antiviral activity against influenza A virus H1N1 A/Puerto Rico/8/1934 infected ... 39136957
ADMET IC50 = 23000.0 nM 4.64 Neurotoxicity in human iPSC cells co-cultured with human astrocyte assessed as r... 39136957

Literature References

PubMed DOI Target Context # Activities
39136957 10.1021/acs.jmedchem.4c01402 Unchecked 13
39136957 10.1021/acs.jmedchem.4c01402 ADMET 11
39136957 10.1021/acs.jmedchem.4c01402 Influenza A virus 3
39136957 10.1021/acs.jmedchem.4c01402 A549 2
39136957 10.1021/acs.jmedchem.4c01402 Human respirovirus 3 1
39136957 10.1021/acs.jmedchem.4c01402 Human coronavirus 229E 1
39136957 10.1021/acs.jmedchem.4c01402 SARS-CoV-2 1
39136957 10.1021/acs.jmedchem.4c01402 MRC5 1
39136957 10.1021/acs.jmedchem.4c01402 Hepatocyte 1
39136957 10.1021/acs.jmedchem.4c01402 Voltage-gated inwardly rectifying potassium channel KCNH2 1
39136957 10.1021/acs.jmedchem.4c01402 Sodium channel protein type 5 subunit alpha 1
39136957 10.1021/acs.jmedchem.4c01402 Voltage-dependent L-type calcium channel subunit alpha-1C 1

Data from ChEMBL 36 via Core Engine