Perindoprilat - Moligand™ , Inhibitor of Angiotensin-converting enzyme, CAS No.95153-31-4, Inhibitor of Angiotensin-converting enzyme

CAS: 95153-31-4 Cat. No.: P334937 Molecular Weight: 340.41 EC Number: 110-978-1 PubChem CID: 72022

GRADE & PURITY Moligand™

Synonyms

Discontinued. Please see P287531 or P287535 or P287585. | Q27088302 | ODAIHABQVKJNIY-PEDHHIEDSA-N | PERINDOPRILAT [INN] | Perindoprilate | Perindoprilatum (Latin) | X94 | (2S,3aS,7aS)-1-((2S)-2-(((1S)-1-carboxybutyl)amino)propanoyl)octahydro-1H-indole-2-c

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Perindoprilat is an active metabolite of Perindopril , an ACE (angiotensin converting enzyme) inhibitor, which modulates the activity of low density lipoprotein receptor-related protein (LRP). LRP is a multifunctional endocytic receptor, which functions in the turnover of proteases and the degradation of extracellular matrix proteins. It is known that Perindoprilat inhibits the conversion of angiotensin I into angiotensin II, which lowers arteriolar pressure and increases venous capacity.

Specifications

Synonyms

Discontinued. Please see P287531 or P287535 or P287585. | Q27088302 | ODAIHABQVKJNIY-PEDHHIEDSA-N | PERINDOPRILAT [INN] | Perindoprilate | Perindoprilatum (Latin) | X94 | (2S, 3aS, 7aS)-1-((2S)-2-(((1S)-1-carboxybutyl)amino)propanoyl)octahydro-1H-indole-2-c

Specifications & Purity

Moligand™

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Angiotensin-converting enzyme

Product Properties

• pKa: pKa: 2.27 (Predicted), pKa: 8.13 (Predicted)

Names and Identifiers

• Canonical Smiles: CCCC(C(=O)O)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O
• IUPAC Name: (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-carboxybutyl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid
• InChIKey: ODAIHABQVKJNIY-PEDHHIEDSA-N
• INCHI: 1S/C17H28N2O5/c1-3-6-12(16(21)22)18-10(2)15(20)19-13-8-5-4-7-11(13)9-14(19)17(23)24/h10-14,18H,3-9H2,1-2H3,(H,21,22)(H,23,24)/t10-,11-,12-,13-,14-/m0/s1
• Isomeric SMILES: CCC[C@@H](C(=O)O)N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O
• RTECS: ND6007250
• PubChem CID: 72022
• Molecular Weight: 340.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: N-acyl-L-alpha-amino acids Alpha amino acid amides L-alpha-amino acids Indoles and derivatives Pyrrolidine carboxylic acids N-acylpyrrolidines Methyl-branched fatty acids Heterocyclic fatty acids Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Amino acids Dialkylamines Carboxylic acids Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Alpha-dipeptide - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - N-acyl-l-alpha-amino acid - Alpha-amino acid amide - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Indole or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Branched fatty acid - Heterocyclic fatty acid - Methyl-branched fatty acid - Fatty acid - Fatty acyl - Dicarboxylic acid or derivatives - Pyrrolidine - Tertiary carboxylic acid amide - Amino acid - Carboxamide group - Amino acid or derivatives - Azacycle - Carboxylic acid - Secondary aliphatic amine - Organoheterocyclic compound - Secondary amine - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organopnictogen compound - Amine - Organooxygen compound - Organonitrogen compound - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACE Tclin Angiotensin-converting enzyme (1 Activities)

Discover Target: ACE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Homo sapiens (32628 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in ethanol, methanol, and water.
• Refractive Index: n20D1.54 (Predicted)
• Boil Point(°C): ~568.1° C at 760 mmHg (Predicted)
• Melt Point(°C): 136-140° C
• Molecular Weight: 340.400 g/mol
• XLogP3: 0.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 340.2 Da
• Monoisotopic Mass: 340.2 Da
• Topological Polar Surface Area: 107.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 495.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1