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

What is the (R)-udenafil?

The molecule (R)-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-[(2R)-1-methylpyrrolidin-2-yl]ethyl]-4-propoxybenzenesulfonamide.

R-udenafil is a new, orally active PDE5 inhibitor. R-udenafil shows high selectivity and affinity for PDE5. It is metabolized by CYP3A4. R-udenafil has no significant affinity for other PDE enzymes. The IC50 for PDE5 is 0.3 nM..

R-udenafil is a new, orally active PDE5 inhibitor. R-udenafil shows high selectivity and affinity for PDE5. It is metabolized by CYP3A4. R-udenafil has no significant affinity for other PDE enzymes. The IC50 for PDE5 is 0.3 nM..

R-udenafil has the following chemical structure:.

R-udenafil is a white to off-white powder with a solubility of 3.2 mg/mL in water..

R-udenafil is an effective PDE5 inhibitor. In a study in healthy male volunteers, a single dose of 100 mg R-udenafil resulted in a mean maximum decrease in supine blood pressure of 7.4/5.5 mmHg. The mean maximum increase in heart rate was 4.5 bpm..

In another study, R-udenafil (50, 100, and 200 mg) significantly improved erectile function in men with erectile dysfunction, as assessed by the International Index of Erectile Function (IIEF). The mean IIEF-EF domain scores increased from 11.8 at baseline to 16.3, 17.8, and 19.8 at weeks 4, 8, and 12, respectively..

R-udenafil is well tolerated. The most common adverse effects are headache, flushing, and dyspepsia..

R-udenafil is a new, orally active PDE5 inhibitor with a high selectivity and affinity for PDE5. R-udenafil is effective in the treatment of erectile dysfunction and is well tolerated..

3D structure

Cartesian coordinates

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

2D drawing


(R)-udenafil IYFNEFQTYQPVOC-QGZVFWFLSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name3-(1-methyl-7-oxo-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-5-yl)-N-[2-[(2R)-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-/m1/s1

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.

  • (R)-udenafil
  • Q27291729
  • UDENAFIL, (R)-
  • VAG839S052

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC13916432

Physico-Chemical properties

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