DABIGATRAN

Search structure
Synonyms:
Status: Phase 3
Entry Type: Small molecule
Molecule Category: UNKNOWN
UNII: I0VM4M70GC

Structure
InChI Key YBSJFWOBGCMAKL-UHFFFAOYSA-N
Smile Cn1c(CNc2ccc(C(=N)N)cc2)nc2cc(C(=O)N(CCC(=O)O)c3ccccn3)ccc21
InChI
InChI=1S/C25H25N7O3/c1-31-20-10-7-17(25(35)32(13-11-23(33)34)21-4-2-3-12-28-21)14-19(20)30-22(31)15-29-18-8-5-16(6-9-18)24(26)27/h2-10,12,14,29H,11,13,15H2,1H3,(H3,26,27)(H,33,34)

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H25N7O3
Molecular Weight 471.52
AlogP 2.99
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 9.0
Polar Surface Area 150.22
Molecular species ZWITTERION
Aromatic Rings 4.0
Heavy Atoms 35.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Thrombin inhibitor PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 11000 - 60000 -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 1-10 - 5-6
Enzyme Protease Serine protease
- 1-10 - 5-6
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 4700 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 25300 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hematoma 3 D006406 ClinicalTrials
Thromboembolism 3 D013923 ClinicalTrials
Wounds and Injuries 3 D014947 ClinicalTrials
Atrial Fibrillation 3 D001281 ClinicalTrials
Stroke 3 D020521 ClinicalTrials
Venous Thromboembolism 3 D054556 ClinicalTrials
Hemorrhage 2 D006470 ClinicalTrials
CADASIL 2 D046589 ClinicalTrials
Renal Insufficiency 1 D051437 ClinicalTrials
Respiratory Syncytial Virus Infections 1 D018357 ClinicalTrials
Ischemic Stroke 1 D000083242 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
ChEBI 70752
ChEMBL CHEMBL48361
DrugBank DB14726
EPA CompTox DTXSID50175419
FDA SRS I0VM4M70GC
Guide to Pharmacology 6380
PDB 4CC
SureChEMBL SCHEMBL3573
ZINC ZINC000001910616
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