(S)-Nilvadipine

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

What is the (S)-Nilvadipine?

The molecule (S)-Nilvadipine presents a molecular formula of C19H19N3O6 and its IUPAC name is 3-O-methyl 5-O-propan-2-yl (4S)-2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate.

S-Nilvadipine is a molecule that belongs to the class of calcium channel blockers. It is used in the treatment of hypertension and angina. It works by blocking the calcium channels in the smooth muscle cells of the blood vessels, which leads to relaxation of the vessels and lowering of blood pressure. S-Nilvadipine exists in the form of tablets and should be taken orally with or without food..

3D structure

Cartesian coordinates

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

2D drawing

 

(S)-Nilvadipine FAIIFDPAEUKBEP-INIZCTEOSA-N chemical compound 2D structure molecule svg
(S)-Nilvadipine

 

Molecule descriptors

 
IUPAC name3-O-methyl 5-O-propan-2-yl (4S)-2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
InChI codeInChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3/t16-/m0/s1
InChI KeyFAIIFDPAEUKBEP-INIZCTEOSA-N
SMILESCOC(=O)C1=C(C#N)NC(C)=C(C(=O)OC(C)C)[C@@H]1c1cccc([N+](=O)[O-])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.

  • (S)-Nilvadipine

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC597260
  • SCHEMBL11913265

Physico-Chemical properties

IUPAC name3-O-methyl 5-O-propan-2-yl (4S)-2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Molecular formulaC19H19N3O6
Molecular weight385.371
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity103.89
LogP3.3
Topological polar surface area134.2

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.