ATALUREN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
ATC M09AX03
UNII K16AME9I3V
EPA CompTox DTXSID5046776

Structure

InChI Key OOUGLTULBSNHNF-UHFFFAOYSA-N
Smiles O=C(O)c1cccc(-c2noc(-c3ccccc3F)n2)c1
InChI
InChI=1S/C15H9FN2O3/c16-12-7-2-1-6-11(12)14-17-13(18-21-14)9-4-3-5-10(8-9)15(19)20/h1-8H,(H,19,20)

Physicochemical Descriptors

Property Name Value
Molecular Formula C15H9FN2O3
Molecular Weight 284.25
AlogP 3.24
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 3.0
Polar Surface Area 76.22
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 21.0

Bioactivity

Mechanism of Action Action Reference
80S Ribosome modulator MODULATOR EMA PubMed PubMed PubMed
Protein: 80S Ribosome
Description: 60S acidic ribosomal protein P1
Organism : Homo sapiens
P05386 ENSG00000137818
Protein: 80S Ribosome
Description: 60S acidic ribosomal protein P0
Organism : Homo sapiens
P05388 ENSG00000089157
Protein: 80S Ribosome
Description: 40S ribosomal protein S17
Organism : Homo sapiens
P08708 ENSG00000278229
Protein: 80S Ribosome
Description: 40S ribosomal protein SA
Organism : Homo sapiens
P08865 ENSG00000168028
Protein: 80S Ribosome
Description: 40S ribosomal protein S2
Organism : Homo sapiens
P15880 ENSG00000140988
Protein: 80S Ribosome
Description: 60S ribosomal protein L35a
Organism : Homo sapiens
P18077 ENSG00000182899
Protein: 80S Ribosome
Description: 60S ribosomal protein L7
Organism : Homo sapiens
P18124 ENSG00000147604
Protein: 80S Ribosome
Description: 60S ribosomal protein L17
Organism : Homo sapiens
P18621 ENSG00000265681
Protein: 80S Ribosome
Description: 40S ribosomal protein S4, Y isoform 1
Organism : Homo sapiens
P22090 ENSG00000129824
Protein: 80S Ribosome
Description: 40S ribosomal protein S3
Organism : Homo sapiens
P23396 ENSG00000149273
Protein: 80S Ribosome
Description: 40S ribosomal protein S12
Organism : Homo sapiens
P25398 ENSG00000112306
Protein: 80S Ribosome
Description: 60S ribosomal protein L13
Organism : Homo sapiens
P26373 ENSG00000167526
Protein: 80S Ribosome
Description: 60S ribosomal protein L10
Organism : Homo sapiens
P27635 ENSG00000147403
Protein: 80S Ribosome
Description: 60S ribosomal protein L12
Organism : Homo sapiens
P30050 ENSG00000197958
Protein: 80S Ribosome
Description: 60S ribosomal protein L9
Organism : Homo sapiens
P32969 ENSG00000163682
Protein: 80S Ribosome
Description: 60S ribosomal protein L22
Organism : Homo sapiens
P35268 ENSG00000116251
Protein: 80S Ribosome
Description: 60S ribosomal protein L4
Organism : Homo sapiens
P36578 ENSG00000174444
Protein: 80S Ribosome
Description: 40S ribosomal protein S19
Organism : Homo sapiens
P39019 ENSG00000105372
Protein: 80S Ribosome
Description: 60S ribosomal protein L3
Organism : Homo sapiens
P39023 ENSG00000100316
Protein: 80S Ribosome
Description: 60S ribosomal protein L13a
Organism : Homo sapiens
P40429 ENSG00000142541
Protein: 80S Ribosome
Description: 40S ribosomal protein S27
Organism : Homo sapiens
P42677 ENSG00000177954
Protein: 80S Ribosome
Description: 60S ribosomal protein L35
Organism : Homo sapiens
P42766 ENSG00000136942
Protein: 80S Ribosome
Description: 60S ribosomal protein L27a
Organism : Homo sapiens
P46776 ENSG00000166441
Protein: 80S Ribosome
Description: 60S ribosomal protein L5
Organism : Homo sapiens
P46777 ENSG00000122406
Protein: 80S Ribosome
Description: 60S ribosomal protein L21
Organism : Homo sapiens
P46778 ENSG00000122026
Protein: 80S Ribosome
Description: 60S ribosomal protein L28
Organism : Homo sapiens
P46779 ENSG00000108107
Protein: 80S Ribosome
Description: 40S ribosomal protein S9
Organism : Homo sapiens
P46781 ENSG00000170889
Protein: 80S Ribosome
Description: 40S ribosomal protein S5
Organism : Homo sapiens
P46782 ENSG00000083845
Protein: 80S Ribosome
Description: 40S ribosomal protein S10
Organism : Homo sapiens
P46783 ENSG00000124614
Protein: 80S Ribosome
Description: 60S ribosomal protein L29
Organism : Homo sapiens
P47914 ENSG00000162244
Protein: 80S Ribosome
Description: 60S ribosomal protein L34
Organism : Homo sapiens
P49207 ENSG00000109475
Protein: 80S Ribosome
Description: 60S ribosomal protein L14
Organism : Homo sapiens
P50914 ENSG00000188846
Protein: 80S Ribosome
Description: 40S ribosomal protein S20
Organism : Homo sapiens
P60866 ENSG00000008988
Protein: 80S Ribosome
Description: 40S ribosomal protein S3a
Organism : Homo sapiens
P61247 ENSG00000145425
Protein: 80S Ribosome
Description: 60S ribosomal protein L26
Organism : Homo sapiens
P61254 ENSG00000161970
Protein: 80S Ribosome
Description: 60S ribosomal protein L15
Organism : Homo sapiens
P61313 ENSG00000174748
Protein: 80S Ribosome
Description: 60S ribosomal protein L27
Organism : Homo sapiens
P61353 ENSG00000131469
Protein: 80S Ribosome
Description: 60S ribosomal protein L37a
Organism : Homo sapiens
P61513 ENSG00000197756
Protein: 80S Ribosome
Description: 60S ribosomal protein L37
Organism : Homo sapiens
P61927 ENSG00000145592
Protein: 80S Ribosome
Description: 40S ribosomal protein S7
Organism : Homo sapiens
P62081 ENSG00000171863
Protein: 80S Ribosome
Description: 40S ribosomal protein S8
Organism : Homo sapiens
P62241 ENSG00000142937
Protein: 80S Ribosome
Description: 40S ribosomal protein S15a
Organism : Homo sapiens
P62244 ENSG00000134419
Protein: 80S Ribosome
Description: 40S ribosomal protein S16
Organism : Homo sapiens
P62249 ENSG00000105193
Protein: 80S Ribosome
Description: 40S ribosomal protein S14
Organism : Homo sapiens
P62263 ENSG00000164587
Protein: 80S Ribosome
Description: 40S ribosomal protein S23
Organism : Homo sapiens
P62266 ENSG00000186468
Protein: 80S Ribosome
Description: 40S ribosomal protein S18
Organism : Homo sapiens
P62269 ENSG00000096150
Protein: 80S Ribosome
Description: 40S ribosomal protein S29
Organism : Homo sapiens
P62273 ENSG00000213741
Protein: 80S Ribosome
Description: 40S ribosomal protein S13
Organism : Homo sapiens
P62277 ENSG00000110700
Protein: 80S Ribosome
Description: 40S ribosomal protein S11
Organism : Homo sapiens
P62280 ENSG00000142534
Protein: 80S Ribosome
Description: 60S ribosomal protein L7a
Organism : Homo sapiens
P62424 ENSG00000148303
Protein: 80S Ribosome
Description: 40S ribosomal protein S4, X isoform
Organism : Homo sapiens
P62701 ENSG00000198034
Protein: 80S Ribosome
Description: 60S ribosomal protein L23a
Organism : Homo sapiens
P62750 ENSG00000198242
Protein: 80S Ribosome
Description: 40S ribosomal protein S6
Organism : Homo sapiens
P62753 ENSG00000137154
Protein: 80S Ribosome
Description: 60S ribosomal protein L23
Organism : Homo sapiens
P62829 ENSG00000125691
Protein: 80S Ribosome
Description: 40S ribosomal protein S15
Organism : Homo sapiens
P62841 ENSG00000115268
Protein: 80S Ribosome
Description: 40S ribosomal protein S24
Organism : Homo sapiens
P62847 ENSG00000138326
Protein: 80S Ribosome
Description: 40S ribosomal protein S25
Organism : Homo sapiens
P62851 ENSG00000118181
Protein: 80S Ribosome
Description: 40S ribosomal protein S26
Organism : Homo sapiens
P62854 ENSG00000197728
Protein: 80S Ribosome
Description: 40S ribosomal protein S28
Organism : Homo sapiens
P62857 ENSG00000233927
Protein: 80S Ribosome
Description: FAU ubiquitin-like and ribosomal protein S30
Organism : Homo sapiens
P62861 ENSG00000149806
Protein: 80S Ribosome
Description: 60S ribosomal protein L30
Organism : Homo sapiens
P62888 ENSG00000156482
Protein: 80S Ribosome
Description: 60S ribosomal protein L39
Organism : Homo sapiens
P62891 ENSG00000198918
Protein: 80S Ribosome
Description: 60S ribosomal protein L31
Organism : Homo sapiens
P62899 ENSG00000071082
Protein: 80S Ribosome
Description: 60S ribosomal protein L10a
Organism : Homo sapiens
P62906 ENSG00000198755
Protein: 80S Ribosome
Description: 60S ribosomal protein L32
Organism : Homo sapiens
P62910 ENSG00000144713
Protein: 80S Ribosome
Description: 60S ribosomal protein L11
Organism : Homo sapiens
P62913 ENSG00000142676
Protein: 80S Ribosome
Description: 60S ribosomal protein L8
Organism : Homo sapiens
P62917 ENSG00000161016
Protein: 80S Ribosome
Description: 60S ribosomal protein L41
Organism : Homo sapiens
P62945 ENSG00000229117
Protein: 80S Ribosome
Description: Ubiquitin-40S ribosomal protein S27a
Organism : Homo sapiens
P62979 ENSG00000143947
Protein: 80S Ribosome
Description: 60S ribosomal protein L38
Organism : Homo sapiens
P63173 ENSG00000172809
Protein: 80S Ribosome
Description: 40S ribosomal protein S21
Organism : Homo sapiens
P63220 ENSG00000171858
Protein: 80S Ribosome
Description: 60S ribosomal protein L24
Organism : Homo sapiens
P83731 ENSG00000114391
Protein: 80S Ribosome
Description: 60S ribosomal protein L36a
Organism : Homo sapiens
P83881 ENSG00000241343
Protein: 80S Ribosome
Description: 60S ribosomal protein L19
Organism : Homo sapiens
P84098 ENSG00000108298
Protein: 80S Ribosome
Description: 60S ribosomal protein L18a
Organism : Homo sapiens
Q02543 ENSG00000105640
Protein: 80S Ribosome
Description: 60S ribosomal protein L6
Organism : Homo sapiens
Q02878 ENSG00000089009
Protein: 80S Ribosome
Description: 60S ribosomal protein L18
Organism : Homo sapiens
Q07020 ENSG00000063177
Protein: 80S Ribosome
Description: 60S ribosomal protein L36
Organism : Homo sapiens
Q9Y3U8 ENSG00000130255
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- - - - 94
Assay Description Organism Bioactivity Reference
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 33.95 %
Inhibition of firefly luciferase activity expressed in Hela cells assessed as reduction in luminescence at 10 uM after 48 hrs by Bright-glo luciferase assay Photinus pyralis 94.0 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 31.18 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 3.095 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.19 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.02 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.02 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.19 %
Binding affinity to human N-terminal His6-tagged and thrombin cleavage fused BLVRB expressed in Escherichia coli BL21 (DE3) assessed as dissociation constant by isothermal titration calorimetry Homo sapiens 200.0 nM Binding affinity to human N-terminal His6-tagged and thrombin cleavage fused BLVRB expressed in Escherichia coli BL21 (DE3) assessed as dissociation constant by isothermal titration calorimetry Homo sapiens 199.53 nM

Cross References

Resources Reference
ChEBI 94805
ChEMBL CHEMBL256997
DrugBank DB05016
DrugCentral 4872
FDA SRS K16AME9I3V
Guide to Pharmacology 7341
PharmGKB PA166151864
PubChem 11219835
SureChEMBL SCHEMBL60614
ZINC ZINC000013831791
CONTENTS