General
Preferred name
Dicoumarol
Synonyms
DICUMAROL ()
NSC-221570 ()
NSC-41834 ()
Dicoumarolum ()
NSC-17860 ()
Bishydroxycoumarin ()
P&D ID
PD002380
CAS
66-76-2
Tags
natural product
drug
available
Approved by
FDA
First approval
1944
Drug Status
approved
withdrawn
Drug indication
Thrombosis
Bleeding disorder
Anticoagulant
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Vitamin K epoxide reductase complex subunit 1 isoform 1 inhibitor (GtoPdb)
PHARMACODYNAMICS Dicumarol is an coumarin-like compound found in sweet clover. It is used as an oral anticoagulant and acts by inhibiting the hepatic synthesis of vitamin K-dependent coagulation factors (prothrombin and factors VII, IX, and X).
Cell lines
2
Organisms
0
Compound Sets
25
Cayman Chemical Bioactives
20764
ChEMBL Approved Drugs
CHEMBL1466
ChEMBL Drugs
CHEMBL1466
Drug Repurposing Hub
DrugBank
DB00266
DrugBank Approved Drugs
DB00266
DrugCentral
867
DrugCentral Approved Drugs
867
DrugMAP
DMFQCB1
DrugMAP Approved Drugs
DMFQCB1
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101096
Guide to Pharmacology
6808
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL1466
MedChem Express Bioactive Compound Library
HY-N0645
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
dicoumarol
TargetMol Bioactive Compound Library
T0809
The Spectrum Collection
Withdrawn 2.0
23
ZINC Tool Compounds
ZINC000003869855
External IDs
40
Properties
(calculated by RDKit )
Molecular Weight
336.06
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
2
Rotatable Bonds
2
Ring Count
4
Aromatic Ring Count
4
cLogP
2.9
TPSA
100.88
Fraction CSP3
0.05
Chiral centers
0.0
Largest ring
6.0
QED
0.55
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Metabolism
PI3K/Akt/mTOR signaling
Metabolic Enzyme/Protease
Target
NQO1
PDK1
CRYZ, NQO1, VKORC1
PDHK
Member status
member
MOA
NADPH Quinone Oxidoreductase 1 (NQO1) Inhibitors
Anticoagulant
Vitamin K Epoxide Reductase (VKER, VKOR) Inhibitors
NADPH inhibitor
Indication
deep vein thrombosis (DVT)
ATC
B01AA01
Therapeutic Class
Anticoagulants
Source data