ximelagatran Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
thrombin inhibitors, antithrombotic agents 2852 192939-46-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • H-376/95
  • H 376/95
  • ximelagatran
  • exanta
  • Molecular weight: 473.57
  • Formula: C24H35N5O5
  • CLOGP: 1.77
  • LIPINSKI: 0
  • HAC: 10
  • HDO: 5
  • TPSA: 143.85
  • ALOGS: -3.60
  • ROTB: 11

Drug dosage:

DoseUnitRoute
6 mg P
48 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 2.17 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 21 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 2004 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC B01AE04 BLOOD AND BLOOD FORMING ORGANS
ANTITHROMBOTIC AGENTS
ANTITHROMBOTIC AGENTS
Direct thrombin inhibitors
ATC B01AE05 BLOOD AND BLOOD FORMING ORGANS
ANTITHROMBOTIC AGENTS
ANTITHROMBOTIC AGENTS
Direct thrombin inhibitors
MeSH PA D000925 Anticoagulants
MeSH PA D000991 Antithrombins
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D006401 Hematologic Agents
MeSH PA D011480 Protease Inhibitors
MeSH PA D015842 Serine Proteinase Inhibitors
CHEBI has role CHEBI:50249 anticoagulante
CHEBI has role CHEBI:64926 serine proteinase inhibitors
CHEBI has role CHEBI:65232 ec 3.4.21.5 inhibitor
CHEBI has role CHEBI:50266 prodrugs

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Prevention of deep vein thrombosis indication 439993001

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.5 acidic
pKa2 13.76 acidic
pKa3 6.65 Basic
pKa4 5.82 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Prothrombin Enzyme INHIBITOR Ki 6.43 WOMBAT-PK SCIENTIFIC LITERATURE
Vitamin K-dependent protein C Enzyme IC50 5.89 CHEMBL
Tissue-type plasminogen activator Enzyme Ki 5.82 CHEMBL
Plasminogen Enzyme Ki 5.74 CHEMBL
Coagulation factor VII Enzyme IC50 5.48 CHEMBL
Coagulation factor X Enzyme Ki 5.43 CHEMBL
Coagulation factor XI Enzyme IC50 4.70 CHEMBL
Cationic trypsin Enzyme IC50 7.95 CHEMBL

External reference:

IDSource
D01981 KEGG_DRUG
159776-70-2 SECONDARY_CAS_RN
4025284 VANDF
C1174793 UMLSCUI
C0668961 UMLSCUI
CHEBI:65172 CHEBI
CHEBI:43966 CHEBI
CHEMBL522038 ChEMBL_ID
CHEMBL266349 ChEMBL_ID
C426686 MESH_SUPPLEMENTAL_RECORD_UI
9574101 PUBCHEM_CID
C109573 MESH_SUPPLEMENTAL_RECORD_UI
8037 INN_ID
7414 INN_ID
49HFB70472 UNII
2A9QP32MD4 UNII
183797 PUBCHEM_CID
6381 IUPHAR_LIGAND_ID
6382 IUPHAR_LIGAND_ID
DB04898 DRUGBANK_ID
DB13616 DRUGBANK_ID
415853004 SNOMEDCT_US

Pharmaceutical products:

None