TOLCAPONE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC N04BX01
UNII CIF6334OLY
EPA CompTox DTXSID3023685

Structure

InChI Key MIQPIUSUKVNLNT-UHFFFAOYSA-N
Smiles Cc1ccc(C(=O)c2cc(O)c(O)c([N+](=O)[O-])c2)cc1
InChI
InChI=1S/C14H11NO5/c1-8-2-4-9(5-3-8)13(17)10-6-11(15(19)20)14(18)12(16)7-10/h2-7,16,18H,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C14H11NO5
Molecular Weight 273.24
AlogP 2.55
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 100.67
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 20.0

Pharmacology

Mechanism of Action Action Reference
Catechol O-methyltransferase inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- 0.91-930 - - 67-100
Enzyme
- 0.91-930 - - 67-100
Secreted protein
- - 20.6-980 - -
Transcription factor
- - - - 71.8
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Dengue virus 2
- 640 - - 59
Homo sapiens
- 127 20.6-980 - 71.8-97
Mus musculus
- - - - 6.8-99
Rattus norvegicus
- 0.91-930 - - 23.8-100

Target Conservation

Protein: Catechol O-methyltransferase
Description: Catechol O-methyltransferase
Organism : Homo sapiens
P21964 ENSG00000093010

Cross References

Resources Reference
ChEBI 63630
ChEMBL CHEMBL1324
DrugBank DB00323
DrugCentral 2697
FDA SRS CIF6334OLY
Human Metabolome Database HMDB0014468
Guide to Pharmacology 6646
KEGG C07949
PDB TCW
PharmGKB PA451720
PubChem 4659569
SureChEMBL SCHEMBL33869
ZINC ZINC000035342789
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