PIRACETAM

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Synonyms
Status
Molecule Category UNKNOWN
ATC N06BX03
UNII ZH516LNZ10
EPA CompTox DTXSID5044491

Structure

InChI Key GMZVRMREEHBGGF-UHFFFAOYSA-N
Smiles NC(=O)CN1CCCC1=O
InChI
InChI=1S/C6H10N2O2/c7-5(9)4-8-3-1-2-6(8)10/h1-4H2,(H2,7,9)

Physicochemical Descriptors

Property Name Value
Molecular Formula C6H10N2O2
Molecular Weight 142.16
AlogP -0.91
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 63.4
Molecular species NEUTRAL
Aromatic Rings 0.0
Heavy Atoms 10.0
Assay Description Organism Bioactivity Reference
Neuroprotective activity against in mouse HT22 cells assessed as inhibition of amyloid beta-induced ROS production measured after 6 hrs by CM-DH2DCFDA based fluorescence assay Mus musculus 129.0 %
Neuroprotective activity against in mouse HT22 cells assessed as inhibition of amyloid beta-induced toxicity at 10 uM incubated for 10 mins prior to amyloid beta-challenge measured after 24 hrs by MTT assay Mus musculus 29.0 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 88.77 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 103.12 %
Inhibition of TSPO in mouse HT22 cells assessed as inhibition of amyloid beta (1 to 42)-induced toxicity at 5 uM after 24 hrs by MTT assay relative to control Mus musculus 29.0 %
Inhibition of TSPO in mouse HT22 cells assessed as inhibition of amyloid beta (1 to 42)-induced ROS generation at 5 uM after 6 hrs by DCFDA staining based fluorescence assay relative to control Mus musculus 129.0 %
Inhibition of Cyclophilin D in mouse HT22 cells assessed as reduction in amyloid beta (1 to 42) induced reactive oxygen species production at 5 uM after 6 hrs by CMH2DCFDA dye based fluorescence assay relative to control Mus musculus 129.0 %
Inhibition of Cyclophilin D in mouse HT22 cells assessed as reduction in amyloid beta (1 to 42) induced decrease in cell viability at 5 uM after 24 hrs by MTT assay relative to control Mus musculus 29.0 %
Inhibition of amyloid beta (1 to 42)-induced mPTP opening in mouse HT22 cells assessed as neuroprotective activity against amyloid beta (1 to 42)-induced toxicity at 5 uM measured after 24 hrs by MTT assay relative to control Mus musculus 29.0 %
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 -5.9 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 14.27 %
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 -0.15 % 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 -0.15 %

Cross References

Resources Reference
ChEBI 32010
ChEMBL CHEMBL36715
DrugBank DB09210
DrugCentral 2197
FDA SRS ZH516LNZ10
Guide to Pharmacology 4288
PDB PZI
PubChem 4843
SureChEMBL SCHEMBL20172
ZINC ZINC000003812874
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