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Compound Detail

CHEMBL397420

ACENOCOUMAROL
🧪 Phase III
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🧪 Phase III
CC(=O)CC(c1ccc([N+](=O)[O-])cc1)c1c(O)c2ccccc2oc1=O

Basic Information

ChEMBL ID CHEMBL397420
Name ACENOCOUMAROL
Phase Phase III
Structure Type MOL
InChI Key VABCILAOYCMVPS-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Acenocoumarol Acenocumarol Mini-sintrom NSC-760052 Sinthrome
1
Targets
1
Activities
1
Assay Types
1
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms

Molecular Properties

353.3
MW (Da)
3.52
ALogP
6
HBA
1
HBD
110.7
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product
USAN Stem -arol

Extended Properties

Molecular Formula C19H15NO6
MW 353.33
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness -0.07

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Vitamin k epoxide reductase complex subunit 1 isoform 1 inhibitor INHIBITOR Vitamin K epoxide reductase complex subunit 1

Indications

Thrombosis Atrial Fibrillation Pulmonary Embolism Melanoma

ATC Classification

B01AA07
acenocoumarol
Level 1: BLOOD AND BLOOD FORMING ORGANS
Level 2: ANTITHROMBOTIC AGENTS

Activity Summary

IC50 1 meas. best 6.11

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
IC50 6.11 6.11 770.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 37.0 mL.min-1.g-1 Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 770.0 nM 6.11 Inhibition of rat microsomal VKER 17275317

Literature References

PubMed DOI Target Context # Activities
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
20869876 10.1016/j.bmc.2010.08.052 Albumin 4
37468498 10.1038/s41467-023-40064-9 Alpha-1A adrenergic receptor 3
37468498 10.1038/s41467-023-40064-9 Cannabinoid receptor 1 3
20014752 10.1021/tx900326k Hepatotoxicity 3
37468498 10.1038/s41467-023-40064-9 Gamma-aminobutyric acid receptor subunit alpha-1 2
9871602 10.1016/s0960-894x(98)00056-0 Cavia porcellus 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
37468498 10.1038/s41467-023-40064-9 Muscarinic acetylcholine receptor M2 2
37468498 10.1038/s41467-023-40064-9 Alpha-2A adrenergic receptor 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2B 2
37468498 10.1038/s41467-023-40064-9 5-hydroxytryptamine receptor 2A 2
37468498 10.1038/s41467-023-40064-9 Progesterone receptor 2
- 10.1101/2020.04.03.023846 SARS-CoV-2 1
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 1
38318365 10.1016/j.isci.2024.108907 Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 1
19603833 10.1021/jm9004658 Plasma 1

Data from ChEMBL 36 via Core Engine