Dabigatran etexilate mesilateProduct ingredient for Dabigatran etexilate

Name
Dabigatran etexilate mesilate
Drug Entry
Dabigatran etexilate

Dabigatran etexilate is an oral prodrug that is hydrolyzed to the competitive and reversible direct thrombin inhibitor dabigatranLabel,5. Dabigatran etexilate may be used to decrease the risk of venous thromboembolic events in patients in whom anticoagulation therapy is indicated5. In contrast to warfarin, because its anticoagulant effects are predictable, lab monitoring is not necessary5. Dabigatran etexilate was approved by the FDA in 20106.

Accession Number
DBSALT000035
Structure
Thumb
Synonyms
Dabigatran etexilate mesylate
UNII
SC7NUW5IIT
CAS Number
872728-81-9
Weight
Average: 723.839
Monoisotopic: 723.305032141
Chemical Formula
C35H45N7O8S
InChI Key
XETBXHPXHHOLOE-UHFFFAOYSA-N
InChI
InChI=1S/C34H41N7O5.CH4O3S/c1-4-6-7-10-21-46-34(44)39-32(35)24-12-15-26(16-13-24)37-23-30-38-27-22-25(14-17-28(27)40(30)3)33(43)41(20-18-31(42)45-5-2)29-11-8-9-19-36-29;1-5(2,3)4/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44);1H3,(H,2,3,4)
IUPAC Name
ethyl 3-(1-{2-[({4-[amino({[(hexyloxy)carbonyl]imino})methyl]phenyl}amino)methyl]-1-methyl-1H-1,3-benzodiazol-5-yl}-N-(pyridin-2-yl)formamido)propanoate; methanesulfonic acid
SMILES
CS(O)(=O)=O.CCCCCCOC(=O)N=C(N)C1=CC=C(NCC2=NC3=C(C=CC(=C3)C(=O)N(CCC(=O)OCC)C3=CC=CC=N3)N2C)C=C1
External Links
PubChem Compound
10439877
ChemSpider
8615298
ChEBI
70743
ChEMBL
CHEMBL1615369
Predicted Properties
PropertyValueSource
Water Solubility0.00466 mg/mLALOGPS
logP5.17ALOGPS
logP4.59ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)17.89ChemAxon
pKa (Strongest Basic)3.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area154.03 Å2ChemAxon
Rotatable Bond Count17ChemAxon
Refractivity176.43 m3·mol-1ChemAxon
Polarizability71.55 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon