Captopril-cysteine disulfide

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

What is the Captopril-cysteine disulfide?

The molecule Captopril-cysteine disulfide presents a molecular formula of C12H20N2O5S2 and its IUPAC name is (2S)-1-[(2S)-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]-2-methylpropanoyl]pyrrolidine-2-carboxylic acid.

Captopril-cysteine disulfide is a molecule that is composed of captopril and cysteine. This molecule is used as a drug that is used to treat hypertension, congestive heart failure, and myocardial infarction. This drug works by inhibiting the angiotensin-converting enzyme, which is responsible for the conversion of angiotensin I to angiotensin II. Angiotensin II is a hormone that is responsible for the constriction of blood vessels. When this drug is administered, it prevents the conversion of angiotensin I to angiotensin II, which leads to the relaxation of blood vessels and a decrease in blood pressure..

3D structure

Cartesian coordinates

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

2D drawing

 

Captopril-cysteine disulfide NEEBNBLVYKFVTK-VGMNWLOBSA-N chemical compound 2D structure molecule svg
Captopril-cysteine disulfide

 

Molecule descriptors

 
IUPAC name(2S)-1-[(2S)-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
InChI codeInChI=1S/C12H20N2O5S2/c1-7(5-20-21-6-8(13)11(16)17)10(15)14-4-2-3-9(14)12(18)19/h7-9H,2-6,13H2,1H3,(H,16,17)(H,18,19)/t7-,8+,9+/m1/s1
InChI KeyNEEBNBLVYKFVTK-VGMNWLOBSA-N
SMILESC[C@H](CSSC[C@H](N)C(=O)O)C(=O)N1CCC[C@H]1C(=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.

  • (2S)-1-((2S)-3-(((2R)-2-AMINO-2-CARBOXYETHYL)DISULFANYL)-2-METHYLPROPANOYL)PYRROLIDINE-2-CARBOXYLIC ACID
  • (2S)-1-[(2S)-3-[[(2R)-2-amino-2-carboxyethyl]disulanyl]-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
  • (2S)-1-[(2S)-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
  • 1-((2S)-3-(((2R)-2-AMINO-2-CARBOXYETHYL)DISULFANYL)-2-METHYLPROPANOYL)-L-PROLINE
  • 1036F0RZ9O
  • 75479-46-8
  • Captopril-L-cysteine
  • Captopril-cysteine
  • Captopril-cysteine disulfide
  • HMDB60562
  • L-PROLINE, 1-((2S)-3-(((2R)-2-AMINO-2-CARBOXYETHYL)DITHIO)-2-METHYL-1-OXOPROPYL)-
  • L-Proline, 1-(3-((2-amino-2-carboxyethyl)dithio)-2-methyl-1-oxopropyl)-, (R-(R*,S*))-
  • Q27251098

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • UNII-1036F0RZ9O
  • DTXSID50226415
  • CHEBI:169102

Physico-Chemical properties

IUPAC name(2S)-1-[(2S)-3-[[(2R)-2-amino-2-carboxyethyl]disulfanyl]-2-methylpropanoyl]pyrrolidine-2-carboxylic acid
Molecular formulaC12H20N2O5S2
Molecular weight336.428
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity86.13
LogP1.1
Topological polar surface area171.5

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.