Pradaxa

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Pradaxa are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Pradaxa?

The molecule Pradaxa presents a molecular formula of C34H41N7O5 and its IUPAC name is ethyl 3-[[2-[[4-[(E)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate.

Pradaxa is a brand name for the medication dabigatran, which is a blood thinner used to prevent blood clots and stroke in people with atrial fibrillation (AF). Atrial fibrillation is a type of irregular heartbeat that can increase the risk of blood clots forming in the heart, which can travel to the brain and cause a stroke. Pradaxa is taken orally in the form of a capsule, and it is typically taken twice a day..

Pradaxa works by inhibiting the enzyme thrombin, which is involved in the formation of blood clots. By blocking thrombin, Pradaxa helps to prevent blood clots from forming and reduces the risk of stroke in people with AF. Pradaxa is a newer type of blood thinner known as a direct thrombin inhibitor, which means that it works directly on thrombin rather than indirectly, like older blood thinners such as warfarin..

Pradaxa is generally well-tolerated, but it can cause side effects in some people, including stomach pain, nausea, and diarrhea. It can also interact with certain medications, so it is important to inform a healthcare provider about all the medications being taken. Pradaxa should not be taken by people who have active bleeding or certain types of bleeding disorders, or by women who are pregnant or breastfeeding..

Summary

From all the above, this molecule is an effective medication for preventing blood clots and stroke in people with atrial fibrillation, but it should be used with caution and under the supervision of a healthcare provider. It is important to follow the instructions of a healthcare provider and report any side effects or concerns to them..

3D structure

Cartesian coordinates

Geometry of Pradaxa in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Pradaxa KSGXQBZTULBEEQ-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Pradaxa

 

Molecule descriptors

 
IUPAC nameethyl 3-[[2-[[4-[(E)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate
InChI codeInChI=1S/C34H41N7O5/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/h8-9,11-17,19,22,37H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,39,44)
InChI KeyKSGXQBZTULBEEQ-UHFFFAOYSA-N
SMILESCCCCCCOC(=O)/N=C(\N)c1ccc(NCc2nc3cc(C(=O)N(CCC(=O)OCC)c4ccccn4)ccc3n2C)cc1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • A815191
  • AB01274780-01
  • AB01274780_02
  • BDBM50432209
  • D07144
  • DSSTox_CID_31470
  • DSSTox_GSID_57681
  • DSSTox_RID_97355
  • Dabigatran etexilate (USAN/INN)
  • NCGC00262929-01
  • Pradaxa
  • STL450990
  • STL483396
  • ethyl 3-[[2-[[[4-[(E)-N'-hexoxycarbonylcarbamimidoyl]phenyl]amino]methyl]-1-methyl-benzimidazol-5-yl]carbonyl-pyridin-2-yl-amino]propanoate
  • ethyl N-[(2-{[(4-{N'-[(hexyloxy)carbonyl]carbamimidoyl}phenyl)amino]methyl}-1-methyl-1H-benzimidazol-5-yl)carbonyl]-N-pyridin-2-yl-beta-alaninate
  • ethyl N-[(2-{[(4-{N-[(hexyloxy)carbonyl]carbamimidoyl}phenyl)amino]methyl}-1-methyl-1H-benzimidazol-5-yl)carbonyl]-N-pyridin-2-yl-beta-alaninate
  • s2154

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • CAS-211915-06-9
  • Tox21_113924
  • SCHEMBL505829

Physico-Chemical properties

IUPAC nameethyl 3-[[2-[[4-[(E)-N'-hexoxycarbonylcarbamimidoyl]anilino]methyl]-1-methylbenzimidazole-5-carbonyl]-pyridin-2-ylamino]propanoate
Molecular formulaC34H41N7O5
Molecular weight627.733
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity178.89
LogP6.4
Topological polar surface area154.0

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.