Delamanid

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

What is the Delamanid?

The molecule Delamanid presents a molecular formula of C₂₅H₂₅F₃N₄O₆ and its IUPAC name is (2R)-2-methyl-6-nitro-2-[[4-[4-[4-(trifluoromethoxy)phenoxy]piperidin-1-yl]phenoxy]methyl]-3H-imidazo[2,1-b][1,3]oxazole.

Delamanid is a molecule that belongs to a class of drugs known as nitroimidazoles. It is used to treat tuberculosis (TB). Delamanid is structurally similar to other nitroimidazoles, such as metronidazole and tinidazole. The mechanism of action of delamanid is not fully understood, but it is thought to work by inhibiting the synthesis of DNA and RNA in Mycobacterium tuberculosis, the bacteria that cause TB. Delamanid is active against both drug-sensitive and drug-resistant strains of M. tuberculosis..

Delamanid was discovered by scientists at the pharmaceutical company Johnson & Johnson. It is currently being developed by the Japanese pharmaceutical company Otsuka. Delamanid is not yet approved for use in the United States, but it has been approved for use in Europe and Japan..

The most common side effects of delamanid are nausea, vomiting, and headache. Delamanid can also cause dizziness, drowsiness, and diarrhea. Delamanid should not be used by people with certain medical conditions, such as liver disease, kidney disease, or a history of seizures..

Delamanid is a promising new treatment for TB, but more research is needed to determine its safety and efficacy..

3D structure

Cartesian coordinates

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

2D drawing

Molecule descriptors

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.

Reference codes for other databases

• CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
• Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
• ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
• PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
• RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
• ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
• CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

Physico-Chemical properties

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

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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 Ų are required. Thus, molecules with a polar surface area greater than 140 Ų tend to be poorly permeable to cell membranes.