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

What is the Ramiprilat?

The molecule Ramiprilat presents a molecular formula of C21H28N2O5 and its IUPAC name is (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid.

Ramiprilat is an angiotensin-converting enzyme (ACE) inhibitor used to treat high blood pressure and congestive heart failure. It is also used to improve survival after a heart attack. Ramiprilat works by relaxing blood vessels and by helping the heart to pump blood more efficiently..

Ramiprilat exists in capsules and tablets. The usual starting dose is 2.5 mg or 5 mg taken once daily. The dose is increased gradually over 2 to 4 weeks as tolerated by the patient. The usual maintenance dose is 10 mg to 20 mg taken once daily..

Ramiprilat should be taken with a full glass of water and can be taken with or without food. It is important to take ramiprilat exactly as prescribed by your doctor. Do not skip doses or stop taking ramiprilat without first talking to your doctor..

If you experience any of the following serious side effects, stop taking ramiprilat and seek emergency medical attention or contact your doctor immediately:.

• chest pain.

• shortness of breath.

• weakness or fainting.

• irregular heartbeat.

• swelling of the face, throat, tongue, lips, eyes, hands, feet, ankles, or lower legs.

• hoarseness.

• difficulty swallowing or breathing.

• hives.

• rash.

Less serious side effects may include:.

• headache.

• dizziness.

• tiredness.

• cough.

• diarrhea.

• upset stomach.

• mild skin rash or itching.

• hair loss.

• decreased sex drive.

• impotence.

This is not a complete list of side effects and others may occur. Call your doctor for medical advice about side effects. You may report side effects to FDA at 1-800-FDA-1088..

3D structure

Cartesian coordinates

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

2D drawing


Ramiprilat KEDYTOTWMPBSLG-HILJTLORSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name(2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
InChI codeInChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/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.

  • (2S,3aS,6aS)-1-(((S)-1-carboxy-3-phenylpropyl)-L-alanyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • (2S,3aS,6aS)-1-((S)-N-((S)-1-Carboxy-3-phenylpropyl)alanyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid
  • (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-Carboxy-3-phenylpropyl]amino]propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic Acid (Ramipril Diacid; Ramiprilat)
  • (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
  • (2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-hydroxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[d]pyrrole-2-carboxylic acid
  • (2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
  • 269R974
  • 6N5U4QFC3G
  • 87269-97-4
  • AS-6150
  • D82060
  • DB14208
  • GTPL6344
  • HY-A0115
  • MFCD00865787
  • Q27088514
  • Ramipril Diacid
  • Ramiprilat
  • Ramiprilat (Ramipril Diacid)
  • Ramiprilate
  • Ramiprilatum

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4217399
  • AKOS015913740
  • DTXSID401016165
  • CHEMBL1201365
  • CHEBI:77363
  • SCHEMBL467411

Physico-Chemical properties

IUPAC name(2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
Molecular formulaC21H28N2O5
Molecular weight388.457
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity107.83
Topological polar surface area106.9

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.