H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH?

The molecule H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH presents a molecular formula of C42H65N13O10 and its IUPAC name is (2S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[2-(methylamino)acetyl]amino]pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]propanoic acid.

H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH is a molecule that is being studied for its potential to treat Alzheimer's disease. This molecule is a derivative of the neurotransmitter acetylcholine. Acetylcholine is known to be involved in memory and learning. This molecule works by inhibiting the breakdown of acetylcholine. This action is thought to help improve cognitive function in people with Alzheimer's disease. This molecule is still in the early stages of research and has not yet been proven to be effective in treating Alzheimer's disease..

3D structure

Cartesian coordinates

Geometry of H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH PFGWGEPQIUAZME-QODXYQOSSA-N chemical compound 2D structure molecule svg
H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH

 

Molecule descriptors

 
IUPAC name(2S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[2-(methylamino)acetyl]amino]pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]propanoic acid
InChI codeInChI=1S/C42H65N13O10/c1-22(2)33(53-35(58)28(50-32(57)20-45-6)9-7-15-47-42(43)44)38(61)51-29(17-25-11-13-27(56)14-12-25)36(59)54-34(23(3)4)39(62)52-30(18-26-19-46-21-48-26)40(63)55-16-8-10-31(55)37(60)49-24(5)41(64)65/h11-14,19,21-24,28-31,33-34,45,56H,7-10,15-18,20H2,1-6H3,(H,46,48)(H,49,60)(H,50,57)(H,51,61)(H,52,62)(H,53,58)(H,54,59)(H,64,65)(H4,43,44,47)/t24-,28-,29-,30-,31+,33-,34-/m0/s1
InChI KeyPFGWGEPQIUAZME-QODXYQOSSA-N
SMILESCNCC(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@@H]1C(=O)N[C@@H](C)C(=O)O)C(C)C)C(C)C

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.

  • H-Sar-Arg-Val-Tyr-Val-His-D-Pro-Ala-OH

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • CHEMBL291023

Physico-Chemical properties

IUPAC name(2S)-2-[[(2R)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-2-[[2-(methylamino)acetyl]amino]pentanoyl]amino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carbonyl]amino]propanoic acid
Molecular formulaC42H65N13O10
Molecular weight912.047
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity240.47
LogP1.6
Topological polar surface area357.6

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.