Suvorexant

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

What is the Suvorexant?

The molecule Suvorexant presents a molecular formula of C23H23ClN6O2 and its IUPAC name is [(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl]-[5-methyl-2-(triazol-2-yl)phenyl]methanone.

Suvorexant (MK-4305) is a dual orexin receptor antagonist (DORA) that was developed by Merck & Co. as a treatment for insomnia. It was approved by the U.S. Food and Drug Administration (FDA) in August 2014..

Suvorexant is the first in a new class of drugs called orexin receptor antagonists. Orexins are neuropeptides that are produced in the hypothalamus. They play a role in regulating the sleep-wake cycle..

Suvorexant works by blocking the binding of orexins to their receptors. This results in a decrease in wakefulness and an increase in sleep..

The recommended dose of suvorexant is 10 mg for women and 15 mg for men. The drug should be taken at bedtime..

The most common side effects of suvorexant include headache, fatigue, and dry mouth..

Suvorexant is a novel treatment for insomnia that works by blocking the binding of orexins to their receptors. The recommended dose of suvorexant is 10 mg for women and 15 mg for men. The most common side effects of suvorexant include headache, fatigue, and dry mouth..

3D structure

Cartesian coordinates

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

2D drawing

 

Suvorexant JYTNQNCOQXFQPK-MRXNPFEDSA-N chemical compound 2D structure molecule svg
Suvorexant

 

Molecule descriptors

 
IUPAC name[(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl]-[5-methyl-2-(triazol-2-yl)phenyl]methanone
InChI codeInChI=1S/C23H23ClN6O2/c1-15-3-5-20(30-25-8-9-26-30)18(13-15)22(31)29-12-11-28(10-7-16(29)2)23-27-19-14-17(24)4-6-21(19)32-23/h3-6,8-9,13-14,16H,7,10-12H2,1-2H3/t16-/m1/s1
InChI KeyJYTNQNCOQXFQPK-MRXNPFEDSA-N
SMILESCc1ccc(-n2nccn2)c(C(=O)N2CCN(c3nc4cc(Cl)ccc4o3)CC[C@H]2C)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.

  • ((7R)-4-(5-Chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone
  • (4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2h-1,2,3-triazol-2-yl)phenyl)methanone
  • (R)-(4-(5-chlorobenzo[d]oxazol-2-yl)-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone.
  • 081L192FO9
  • 1030377-33-3
  • 5-Chloro-2-[(5R)-5-methyl-4-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,4-diazepan-1-yl]-1,3-benzoxazole
  • 5-Chloro-2-[(5R)-5-methyl-4-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,4-diazepan-1-yl]-1,3-benzoxazole MK 4305
  • AC-30276
  • AMY337
  • AS-74879
  • BCP0726000197
  • BDBM50318701
  • BELSOMRA
  • BELSOMRA COMPONENT SUVOREXANT
  • CAS:1030377-33-3;MK-4305
  • CS-0614
  • D10082
  • DB09034
  • DORA-analogue
  • EX-A211
  • FT-0697203
  • GTPL2890
  • HY-10807
  • J-690010
  • MFCD22377755
  • MK 4305
  • MK-4305
  • MK4305
  • Methanone, ((7R)-4-(5-chloro-2-benzoxazolyl)hexahydro-7-methyl-1H-1,4-diazepin-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)-
  • Q7650517
  • SUV
  • SUVOREXANT COMPONENT OF BELSOMRA
  • SW219649-1
  • Suvorexant
  • Suvorexant (JAN/USAN)
  • Suvorexant (MK-4305)
  • Suvorexant; MK 4305
  • [(7R)-4-(5-Chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl][5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone
  • [(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl]-[5-methyl-2-(triazol-2-yl)phenyl]methanone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC49036447
  • UNII-081L192FO9
  • AKOS022185167
  • DTXSID90145616
  • CHEMBL1083659
  • CHEBI:82698
  • SCHEMBL1586289

Physico-Chemical properties

IUPAC name[(7R)-4-(5-chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl]-[5-methyl-2-(triazol-2-yl)phenyl]methanone
Molecular formulaC23H23ClN6O2
Molecular weight450.921
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity129.68
LogP4.1
Topological polar surface area80.3

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.