Avatrombopag

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

What is the Avatrombopag?

The molecule Avatrombopag presents a molecular formula of C29H34Cl2N6O3S2 and its IUPAC name is 1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid.

Avatrombopag is a small molecule that acts as a thrombopoietin receptor agonist. It is being investigated as a treatment for thrombocytopenia, a condition in which there is a low number of platelets in the blood..

Avatrombopag has a similar structure to the natural thrombopoietin molecule. When avatrombopag binds to the thrombopoietin receptor, it activates the receptor and leads to an increase in the number of platelets..

Avatrombopag is being studied in clinical trials as a treatment for thrombocytopenia. The results of these trials are not yet available..

If avatrombopag belongs to be safe and effective, it could become a valuable treatment option for people with thrombocytopenia..

3D structure

Cartesian coordinates

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

2D drawing

 

Avatrombopag OFZJKCQENFPZBH-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Avatrombopag

 

Molecule descriptors

 
IUPAC name1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid
InChI codeInChI=1S/C29H34Cl2N6O3S2/c30-20-15-23(41-17-20)24-27(37-12-10-35(11-13-37)21-4-2-1-3-5-21)42-29(33-24)34-26(38)19-14-22(31)25(32-16-19)36-8-6-18(7-9-36)28(39)40/h14-18,21H,1-13H2,(H,39,40)(H,33,34,38)
InChI KeyOFZJKCQENFPZBH-UHFFFAOYSA-N
SMILESO=C(Nc1nc(-c2cc(Cl)cs2)c(N2CCN(C3CCCCC3)CC2)s1)c1cnc(N2CCC(C(=O)O)CC2)c(Cl)c1

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.

  • (1-(3-chloro-5-((4-(4-chloro-2-thienyl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl)carbamoyl)-2-pyridyl)piperidine-4-carboxylic acid)
  • 1-(3-CHLORO-5-((4-(4-CHLOROTHIOPHEN-2-YL)-5-(4-CYCLOHEXYLPIPERAZIN-1-YL)THIAZOL-2-YL)CARBAMOYL)-2-PYRIDYL)PIPERIDINE-4-CARBOXYLIC ACID
  • 1-(3-chloro-5-((4-(4-chloro-2-thienyl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl)carbamoyl)-2-pyridyl)piperidine-4-carboxylic acid
  • 1-(3-chloro-5-((4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl)carbamoyl)pyridin-2-yl)piperidine-4-carboxylic acid
  • 1-[3-Chloro-5-[[4-(4-chloro-2-thienyl)-5-(4-cyclohexylpiperazino)-2-thiazolyl]carbamoyl]-2-pyridyl]piperidine-4-carboxylic acid
  • 1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid
  • 1-[3-chloro-5-[[[4-(4-chloro-2-thienyl)-5-(4-cyclohexyl-1-piperazinyl)-2-thiazolyl]amino]carbonyl]-2-pyridinyl]-4-piperidinecarboxylic acid
  • 3H8GSZ4SQL
  • 4-Piperidinecarboxylic acid, 1-(3-chloro-5-(((4-(4-chloro-2-thienyl)-5-(4-cyclohexyl-1-piperazinyl)-2-thiazolyl)amino)carbonyl)-2-pyridinyl)-
  • 570406-98-3
  • 570406-98-3 (free base)
  • A14087
  • AKR 501
  • AKR-501
  • AKR-501;E5501;AS1670542
  • AKR501
  • AMY40535
  • AS 1670542
  • AVATROMBOPAG
  • Avatrombopag
  • Avatrombopag (USAN/INN)
  • Avatrombopag free base
  • BCP28031
  • CS-3397
  • D10306
  • DB-072238
  • DB11995
  • Doptelet
  • E 5501
  • E-5501
  • E5501
  • E5501 compound
  • E5501;AKR-501;YM477
  • EX-A6599
  • FT-0728753
  • GTPL9953
  • HY-13463
  • Q27257213
  • SB16846
  • VXA40698
  • YM 477
  • YM-301477
  • YM-477
  • YM477
  • s6624

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC72190218
  • UNII-3H8GSZ4SQL
  • DTXSID30205667
  • CHEMBL2103883
  • SCHEMBL289354

Physico-Chemical properties

IUPAC name1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid
Molecular formulaC29H34Cl2N6O3S2
Molecular weight649.655
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity181.67
LogP6.7
Topological polar surface area158.4

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.