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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL590
CHEMBL590
Compound Name MENADIONE
ChEMBL Synonyms Menadione | Kappaxin | Vitamin K 3 | MENAPHTHENE | KAYQUINONE | MENAPHTHONE
Max Phase 4 (Approved)
Trade Names Kappaxin | Vitamin K 3 | KAYQUINONE | Menadione
Molecular Formula C11H8O2

Additional synonyms for CHEMBL590 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC1=CC(=O)c2ccccc2C1=O
Standard InChI InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H ...
Download InChI
Standard InChI Key MJVAVZPDRWSRRC-UHFFFAOYSA-N

Sources

  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL590

Molecule Features

CHEMBL590 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:N Availability Type:Discontinued

Clinical Data

ClinicalTrials.gov MENADIONE
The Cochrane Collaboration MENADIONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL590. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.985

10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4685 Indoleamine 2,3-dioxygenase Homo sapiens 0.988
CHEMBL4804 Dual specificity phosphatase Cdc25B Homo sapiens 0.877
CHEMBL3243 Leukocyte common antigen Homo sapiens 0.833
CHEMBL2284 Glyceraldehyde-3-phosphate dehydrogenase liver Homo sapiens 0.578
CHEMBL230 Cyclooxygenase-2 Homo sapiens 0.276

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
172.2 172.0524 2.2 0 34.14 -


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 0 0 2 0 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 1.99 1.99 1 13 0.6

Structural Alerts

There are 7 structural alerts for CHEMBL590. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B02 - ANTIHEMORRHAGICS
B02B - VITAMIN K AND OTHER HEMOSTATICS
B02BA - Vitamin K
B02BA02 - menadione

ChemSpider ChemSpider:MJVAVZPDRWSRRC-UHFFFAOYSA-N
PubChem SID: 104171275 SID: 11112142 SID: 11532917 SID: 144203885 SID: 144211684 SID: 170464997 SID: 174006181 SID: 174316135 SID: 26748651 SID: 56422378 SID: 70547
Wikipedia Menadione

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL590



ACToR 58-27-5 34524-96-4 72060-21-0
BindingDB 24778
Brenda 49730 240 83128 16686 1950 4340 108128
ChEBI 28869
DrugBank DB00170
DrugCentral 1683
eMolecules 513358
EPA CompTox Dashboard DTXSID4021715
FDA SRS 723JX6CXY5
Human Metabolome Database HMDB0001892
IBM Patent System E53194FCE1A5CC41D8AC5ADD025A7E94
KEGG Ligand C05377
LINCS LSM-3755
Mcule MCULE-2487773379
Nikkaji J4.591H
NMRShiftDB 20097597
PDBe VK3
PharmGKB PA450358
PubChem 4055
PubChem: Thomson Pharma 14772598
Rhea 28869
Selleck Menadione
SureChEMBL SCHEMBL25970
ZINC ZINC000000001677

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/MJVAVZPDRWSRRC-UHFFFAOYSA-N spacer
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