PENICILLAMINE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC M01CC01
UNII GNN1DV99GX
EPA CompTox DTXSID6037069

Structure

InChI Key VVNCNSJFMMFHPL-VKHMYHEASA-N
Smiles CC(C)(S)[C@@H](N)C(=O)O
InChI
InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C5H11NO2S
Molecular Weight 149.22
AlogP 0.11
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 2.0
Polar Surface Area 63.32
Molecular species ZWITTERION
Aromatic Rings 0.0
Heavy Atoms 9.0

Metabolites Network

visNetwork

Bioactivity

Mechanism of Action Action Reference
Copper chelating agent CHELATING AGENT DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 50000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 100
Assay Description Organism Bioactivity Reference
Antiinflammatory activity against collagen II arthritis in rats, activity % inhibition in noninjected paw edema Rattus norvegicus 42.6 %
Antiinflammatory activity against collagen II arthritis in rats, activity% inhibition in injected paw edema Rattus norvegicus 36.0 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 100.44 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 123.95 %
Antibacterial activity against Escherichia coli after 12 hrs by MTT assay Escherichia coli 42.3 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa after 12 hrs by MTT assay Pseudomonas aeruginosa 5.8 ug.mL-1
Antibacterial activity against Bacillus subtilis after 12 hrs by MTT assay Bacillus subtilis 6.3 ug.mL-1
Antibacterial activity against Bacillus thuringiensis after 12 hrs by MTT assay Bacillus thuringiensis 6.3 ug.mL-1
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 9.18 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 19.45 % SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 0.3168 %
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 0.03 % 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 0.03 %

Cross References

Resources Reference
ChEBI 7959
ChEMBL CHEMBL1430
DrugBank DB00859
DrugCentral 2081
FDA SRS GNN1DV99GX
Guide to Pharmacology 7264
KEGG C07418
PDB LEI
PharmGKB PA450840
PubChem 5852
SureChEMBL SCHEMBL4343
ZINC ZINC000000114127
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