(S)-udenafil

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

What is the (S)-udenafil?

The molecule (S)-udenafil presents a molecular formula of C25H36N6O4S and its IUPAC name is 3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-[(2S)-1-methylpyrrolidin-2-yl]ethyl]-4-propoxybenzenesulfonamide.

S-udenafil is a new synthetic molecule that has recently been developed as a potential treatment for erectile dysfunction (ED). This new molecule is a structural analog of sildenafil (Viagra), and has shown promise in preclinical studies. While S-udenafil has not yet been studied in humans, it is thought to work in a similar way to Viagra, by inhibiting the enzyme phosphodiesterase type 5 (PDE5). This action allows for increased levels of cyclic guanosine monophosphate (cGMP), which relaxes smooth muscle cells and increases blood flow to the corpus cavernosum, resulting in an erection..

S-udenafil has a number of advantages over Viagra. First, it has a longer half-life in the body, meaning that it remains active for longer periods of time. Second, it is more selective for PDE5, meaning that it is less likely to cause the side effects that are associated with Viagra, such as headaches, flushing, and dyspepsia. Finally, S-udenafil is not metabolized by CYP3A4, meaning that it is not affected by the same drug interactions as Viagra..

Despite these advantages, it is important to note that S-udenafil has not yet been studied in humans, and as such, its safety and efficacy are not yet known. It is also important to remember that erectile dysfunction is a complex condition, and that there is no single “magic bullet” cure. If you are considering taking S-udenafil, or any other ED treatment, be sure to speak with your doctor first to discuss whether it is right for you..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-udenafil IYFNEFQTYQPVOC-KRWDZBQOSA-N chemical compound 2D structure molecule svg
(S)-udenafil

 

Molecule descriptors

 
IUPAC name3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-[(2S)-1-methylpyrrolidin-2-yl]ethyl]-4-propoxybenzenesulfonamide
InChI codeInChI=1S/C25H36N6O4S/c1-5-8-20-22-23(31(4)29-20)25(32)28-24(27-22)19-16-18(10-11-21(19)35-15-6-2)36(33,34)26-13-12-17-9-7-14-30(17)3/h10-11,16-17,26H,5-9,12-15H2,1-4H3,(H,27,28,32)/t17-/m0/s1
InChI KeyIYFNEFQTYQPVOC-KRWDZBQOSA-N
SMILESCCCOc1ccc(S(=O)(=O)NCC[C@@H]2CCCN2C)cc1-c1nc2c(CCC)nn(C)c2c(=O)[nH]1

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.

  • (S)-udenafil
  • 70O28QX6RP
  • BENZENESULFONAMIDE, 3-(4,7-DIHYDRO-1-METHYL-7-OXO-3-PROPYL-1H-PYRAZOLO(4,3-D)PYRIMIDIN-5-YL)-N-(2-(1-METHYL-2-PYRROLIDINYL)ETHYL)-4-PROPOXY-, (S)-
  • BENZENESULFONAMIDE, 3-(6,7-DIHYDRO-1-METHYL-7-OXO-3-PROPYL-1H-PYRAZOLO(4,3-D)PYRIMIDIN-5-YL)-N-(2-(1-METHYL-2-PYRROLIDINYL)ETHYL)-4-PROPOXY-, (S)-
  • Q27265878
  • UDENAFIL, (S)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4824235
  • SCHEMBL69463

Physico-Chemical properties

IUPAC name3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-[(2S)-1-methylpyrrolidin-2-yl]ethyl]-4-propoxybenzenesulfonamide
Molecular formulaC25H36N6O4S
Molecular weight516.656
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity144.97
LogP4.2
Topological polar surface area130.6

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.