Eluxadoline

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

What is the Eluxadoline?

The molecule Eluxadoline presents a molecular formula of C32H35N5O5 and its IUPAC name is 5-[[[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)propanoyl]-[(1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxybenzoic acid.

Eluxadoline is a molecule that was discovered in the early 2000s and is being investigated for its potential use in the treatment of gastrointestinal disorders. It is a potent and selective agonist of the mu-opioid receptor, and has been shown to reduce gastrointestinal motility and secretion in animal models. In addition, eluxadoline has anti-inflammatory and analgesic properties..

Eluxadoline is currently in clinical trials for the treatment of irritable bowel syndrome (IBS) and Crohn's disease. The results of these trials are awaited with interest, as eluxadoline has the potential to provide a new option for the treatment of these debilitating conditions..

3D structure

Cartesian coordinates

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

2D drawing

 

Eluxadoline QFNHIDANIVGXPE-FNZWTVRRSA-N chemical compound 2D structure molecule svg
Eluxadoline

 

Molecule descriptors

 
IUPAC name5-[[[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)propanoyl]-[(1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxybenzoic acid
InChI codeInChI=1S/C32H35N5O5/c1-18-12-23(29(34)38)13-19(2)24(18)15-26(33)31(39)37(17-21-10-11-28(42-4)25(14-21)32(40)41)20(3)30-35-16-27(36-30)22-8-6-5-7-9-22/h5-14,16,20,26H,15,17,33H2,1-4H3,(H2,34,38)(H,35,36)(H,40,41)/t20-,26-/m0/s1
InChI KeyQFNHIDANIVGXPE-FNZWTVRRSA-N
SMILESCOc1ccc(CN(C(=O)[C@@H](N)Cc2c(C)cc(C(N)=O)cc2C)[C@@H](C)c2nc(-c3ccccc3)c[nH]2)cc1C(=O)O

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.

  • 45TPJ4MBQ1
  • 5-((((2S)-2-AMINO-3-(4-CARBAMOYL-2,6-DIMETHYLPHENYL)PROPANOYL)((1S)-1-(4-PHENYL-1H-IMIDAZOL-2-YL)ETHYL)AMINO(METHYL)-2-METHOXYBENZOIC ACID
  • 5-(((S)-2-AMINO-3-(4-CARBAMOYL-2,6-DIMETHYLPHENYL)-N-((S)-1-(4-PHENYL-1H-IMIDAZOL-2-YL)ETHYL)PROPANAMIDO)METHYL)-2-METHOXYBENZOIC ACID
  • 5-(((S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)-N-((S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl)propanamido)methyl)-2-methoxybenzoic acid
  • 5-((2-AMINO-3-(4-CARBAMOYL-2,6-DIMETHYLPHENYL)-N-(1-(5-PHENYL-1H-IMIDAZOL-2-YL)ETHYL)PROPANAMIDO)METHYL)-2-METHOXYBENZOIC ACID
  • 5-({(4-carbamoyl-2,6-dimethyl-L-phenylalanyl)[(1S)-1-(4-phenyl-1H-imidazol-2-yl)ethyl]amino}methyl)-2-methoxybenzoic acid
  • 5-[[[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)propanoyl]-[(1S)-1-(4-phenyl-3H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxybenzoic acid
  • 5-[[[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)propanoyl]-[(1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxybenzoic acid
  • 864821-90-9
  • 864821-90-9 (free base)
  • A14085
  • AC-30329
  • AMY39829
  • AS-35135
  • Benzoic acid, 5-((((2S)-2-amino-3-(4-(aminocarbonyl)-2,6-dimethylphenyl)-1-oxopropyl)((1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl)amino)methyl)-2-methoxy-
  • Benzoic acid, 5-[[[(2S)-2-amino-3-[4-(aminocarbonyl)-2,6-dimethylphenyl]-1-oxopropyl][(1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxy-
  • CCG-270093
  • CS-3855
  • D10403
  • DB09272
  • DEA No. 9725
  • EX-A1169
  • Eluxadoline
  • Eluxadoline (USAN)
  • FT-0701295
  • GTPL7691
  • HY-12247
  • J3.535.064K
  • JNJ 27018966
  • JNJ-27018966
  • JNJ27018966
  • MFCD28386164
  • NCGC00485958-01
  • Q20539232
  • Viberzi
  • truberzi

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC14210876
  • UNII-45TPJ4MBQ1
  • AKOS030632800
  • DTXSID70235589
  • CHEMBL2159122
  • CHEBI:85980
  • SCHEMBL12971682
  • SCHEMBL17950908

Physico-Chemical properties

IUPAC name5-[[[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)propanoyl]-[(1S)-1-(5-phenyl-1H-imidazol-2-yl)ethyl]amino]methyl]-2-methoxybenzoic acid
Molecular formulaC32H35N5O5
Molecular weight569.651
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity159.28
LogP5.6
Topological polar surface area164.6

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.