Quinapril

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

What is the Quinapril?

The molecule Quinapril presents a molecular formula of C25H30N2O5 and its IUPAC name is (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid.

Quinapril is an oral medication used to treat high blood pressure and heart failure. It works by blocking a substance in the body that causes blood vessels to tighten. This relaxes the blood vessels and lowers blood pressure..

Quinapril is a prescription drug. It comes as an oral tablet and an oral solution..

The oral tablet exists as the brand-name drug Accupril. It’s also available as a generic drug. Generic drugs usually cost less than the brand-name version..

The oral solution is only available as a generic drug..

Quinapril oral tablet is used for long-term treatment. It comes with serious risks if you don’t take it as prescribed..

If you stop taking the drug suddenly or don’t take it at all: Your blood pressure will stay high. You may experience more serious symptoms of heart failure, such as shortness of breath, chest pain, and fluid retention..

If you miss doses or don’t take the drug on schedule: Your blood pressure may not be controlled..

If you take too much: You may have dangerously high blood pressure. You may also experience more serious symptoms of heart failure..

If you have any of these symptoms, call your doctor right away or go to the nearest emergency room..

Don’t take this drug if you’re pregnant or breastfeeding. This drug can harm or be fatal to your unborn baby..

You should also avoid this drug if you have ever had angioedema. This is a condition where your face, lips, tongue, or throat swells..

To make sure this drug is safe for you, tell your doctor if you have ever had:.

heart disease.

kidney disease.

liver disease.

high levels of potassium in your blood.

asthma or allergies.

a history of angioedema.

The FDA has determined that quinapril is a pregnancy Category D drug. This means two things:.

Research in animals has shown adverse effects to the fetus when the mother takes the drug. There haven’t been enough studies done in humans to be certain how the drug might affect the fetus..

You should only take this drug if your doctor has determined that the benefits outweigh the risks..

If you take this drug while you’re pregnant, your baby could experience serious or life-threatening side effects..

This drug can pass into breast milk and may harm a nursing baby. You should not breastfeed while taking this drug..

3D structure

Cartesian coordinates

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

2D drawing

 

Quinapril JSDRRTOADPPCHY-HSQYWUDLSA-N chemical compound 2D structure molecule svg
Quinapril

 

Molecule descriptors

 
IUPAC name(3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
InChI codeInChI=1S/C25H30N2O5/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)/t17-,21-,22-/m0/s1
InChI KeyJSDRRTOADPPCHY-HSQYWUDLSA-N
SMILESCCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N1Cc2ccccc2C[C@H]1C(=O)O

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.

  • (3S)-2-(N-{(1S)-1-[(ethyloxy)carbonyl]-3-phenylpropyl}-L-alanyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-[(2S)-2-[[(1S)-1-ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
  • (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
  • (3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-{(2S)-2-[(1S)-1-ethoxycarbonyl-3-phenylpropylamino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-{N-((S)-1-Ethoxycarbonyl-3-phenylpropyl)-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (3S)-2-{N-[(2S)-1-ethoxycarbonyl-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • (S)-2-((S)-2-((S)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)propanoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  • 3-Isoquinolinecarboxylic acid, 2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-, (3S-(2(R*(R*)),3R*))-
  • 3-Isoquinolinecarboxylic acid, 2-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-, (3S)-
  • 441Q618
  • 85441-61-8
  • 90243-99-5
  • A841331
  • AB00053714-07
  • AB00053714_08
  • AB00053714_09
  • Accupril
  • Accuretic
  • BDBM50368166
  • BIDD:GT0797
  • BSPBio_003022
  • C07398
  • C09AA06
  • CI-906
  • D03752
  • DB00881
  • DivK1c_000710
  • GTPL6350
  • HMS2090L05
  • HMS502D12
  • IDI1_000710
  • KBio1_000710
  • KBio2_002077
  • KBio2_004645
  • KBio2_007213
  • KBio3_002522
  • KBioGR_000994
  • KBioSS_002077
  • NCGC00167962-01
  • NCGC00167962-02
  • NCGC00167962-03
  • NCGC00167962-05
  • NINDS_000710
  • Q596022
  • Quinapril
  • Quinapril (INN)
  • Quinapril Hydrochloride Hydrate
  • Quinaprilum
  • RJ84Y44811
  • SBI-0051931.P002
  • quinapril

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3801163
  • UNII-RJ84Y44811
  • AKOS015950821
  • BRD-K72222507-003-03-6
  • BRD-K72222507-003-07-7
  • DTXSID4023547
  • CHEMBL1592
  • CHEBI:8713
  • SPBio_000749
  • SCHEMBL15813
  • Spectrum_001597
  • Spectrum2_000825
  • Spectrum3_001551
  • Spectrum4_000727
  • Spectrum5_001075

Physico-Chemical properties

IUPAC name(3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
Molecular formulaC25H30N2O5
Molecular weight438.516
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity124.49
LogP2.9
Topological polar surface area95.9

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.