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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL397420
CHEMBL397420
Compound Name ACENOCOUMAROL
ChEMBL Synonyms NICOUMALONE | SINTHROME | ACENOCOUMAROL | ACENOCOUMARIN
Max Phase 4 (Approved)
Trade Names SINTHROME
Molecular Formula C19H15NO6

Additional synonyms for CHEMBL397420 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CC(=O)CC(C1=C(O)c2ccccc2OC1=O)c3ccc(cc3)[N+](=O)[O-]
Standard InChI InChI=1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25) ...
Download InChI
Standard InChI Key VABCILAOYCMVPS-UHFFFAOYSA-N

Sources

  • British National Formulary
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL397420

Molecule Features

CHEMBL397420 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:N Parenteral:N Topical:N Black Box:N Availability Type:Unknown

Mechanism of Action

Mechanism of Action ChEMBL Target References
Vitamin k epoxide reductase complex subunit 1 isoform 1 inhibitor Vitamin k epoxide reductase complex subunit 1 isoform 1 PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Atrial FibrillationD001281EFO:0000275atrial fibrillation3ClinicalTrials
MelanomaD008545EFO:0000756melanoma1ClinicalTrials
ThrombosisD013927HP:0004419Recurrent thrombophlebitis4ATC
Pulmonary EmbolismD011655EFO:0003827pulmonary embolism3ClinicalTrials

Clinical Data

ClinicalTrials.gov ACENOCOUMAROL
The Cochrane Collaboration ACENOCOUMAROL

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 CHEMBL397420. 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
CHEMBL3623 Quinone reductase 1) Homo sapiens 1.000
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 1.000
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.999
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.998
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.992
CHEMBL5514 Huntingtin Homo sapiens 0.989
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.985
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.980
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.979
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.967
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.966
CHEMBL2392 DNA polymerase beta Homo sapiens 0.939
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.899
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.882
CHEMBL2026 Beta-lactamase AmpC Escherichia coli K-12 0.843
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.837
CHEMBL1947 Thyroid hormone receptor beta-1 Homo sapiens 0.716
CHEMBL3622 Cytochrome P450 2C19 Homo sapiens 0.713
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.643
CHEMBL5774 Monoglyceride lipase Mus musculus 0.536



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3623 Quinone reductase 1) Homo sapiens 1.000
CHEMBL1293224 Microtubule-associated protein tau Homo sapiens 0.996
CHEMBL3577 Aldehyde dehydrogenase 1A1 Homo sapiens 0.987
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.982
CHEMBL3687 Arachidonate 12-lipoxygenase Homo sapiens 0.982
CHEMBL5514 Huntingtin Homo sapiens 0.964
CHEMBL1293226 Lysine-specific demethylase 4D-like Homo sapiens 0.952
CHEMBL4361 Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens 0.946
CHEMBL1293231 Nuclear receptor ROR-gamma Mus musculus 0.929
CHEMBL215 Arachidonate 5-lipoxygenase Homo sapiens 0.918
CHEMBL4143 Calpain 2 Sus scrofa 0.908
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.887
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.869
CHEMBL2608 Lysosomal alpha-glucosidase Homo sapiens 0.861
CHEMBL2949 Cyclooxygenase-1 Ovis aries 0.782
CHEMBL6110 Thioredoxin glutathione reductase Schistosoma mansoni 0.761
CHEMBL3308 Caspase-6 Homo sapiens 0.716
CHEMBL3397 Cytochrome P450 2C9 Homo sapiens 0.711
CHEMBL1287622 Lethal(3)malignant brain tumor-like protein 1 Homo sapiens 0.671
CHEMBL2392 DNA polymerase beta Homo sapiens 0.604

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
353.3 353.0899 3.52 5 110.65 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
6 1 0 7 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
4.5 - 2.97 .17 3 26 0.43

Structural Alerts

There are 9 structural alerts for CHEMBL397420. To view alerts please click here.

Compound Cross References

ATC B - BLOOD AND BLOOD FORMING ORGANS
B01 - ANTITHROMBOTIC AGENTS
B01A - ANTITHROMBOTIC AGENTS
B01AA - Vitamin K antagonists
B01AA07 - acenocoumarol

ChemSpider ChemSpider:VABCILAOYCMVPS-UHFFFAOYSA-N
PubChem SID: 144203981 SID: 170465636
Wikipedia Acenocoumarol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL397420



ACToR 152-72-7
Brenda 108261
ChEBI 53766
DrugBank DB01418
eMolecules 902195
EPA CompTox Dashboard DTXSID2022541
Guide to Pharmacology 9015
Human Metabolome Database HMDB0015487
IBM Patent System 6250FAD7B282CB3B70C0619662B59A46
LINCS LSM-5112
Mcule MCULE-6023926157
MolPort MolPort-002-798-798
PubChem 54676537
PubChem: Thomson Pharma 14977692
SureChEMBL SCHEMBL33543

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