GRADE & PURITY Moligand™, ≥95%

Synonyms

YDA04897 | FOSINOPRIL SODIUM IMPURITY C [EP IMPURITY] | (2S,4S)-4-CYCLOHEXYL-1-(((SR)-((1SR)-2-METHYL-1-(1-OXOPROPOXY)PROPOXY)(4-PHENYLBUTYL)PHOSPHORYL)ACETYL)PYRROLIDINE-2-CARBOXYLIC ACID | AC-8775 | ((4S)-4-Cyclohexyl-1-[(R)-[(S)-1-hydroxy-2-methylpropo

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

YDA04897 | FOSINOPRIL SODIUM IMPURITY C [EP IMPURITY] | (2S, 4S)-4-CYCLOHEXYL-1-(((SR)-((1SR)-2-METHYL-1-(1-OXOPROPOXY)PROPOXY)(4-PHENYLBUTYL)PHOSPHORYL)ACETYL)PYRROLIDINE-2-CARBOXYLIC ACID | AC-8775 | ((4S)-4-Cyclohexyl-1-[(R)-[(S)-1-hydroxy-2-methylpropo

Specifications & Purity

Moligand™, ≥95%

Storage

Room temperature

Shipped In

Normal

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Angiotensin-converting enzyme

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488183390
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183390
• Canonical Smiles: CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2CC(CC2C(=O)O)C3CCCCC3
• IUPAC Name: (2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
• InChIKey: BIDNLKIUORFRQP-FKDWWROVSA-N
• INCHI: 1S/C30H46NO7P/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35)/t25-,26+,30?,39?/m1/s1
• Isomeric SMILES: CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2C[C@@H](C[C@H]2C(=O)O)C3CCCCC3
• Molecular Weight: 563.67
• Reaxy-Rn: 25688810
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25688810&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Proline and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Proline and derivatives
• Alternative Parents: N-acyl-L-alpha-amino acids Pyrrolidine carboxylic acids N-acylpyrrolidines Dicarboxylic acids and derivatives Benzene and substituted derivatives Tertiary carboxylic acid amides Phosphinic acid esters Carboxylic acid esters Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - N-acyl-l-alpha-amino acid - Proline or derivatives - N-acylpyrrolidine - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Benzenoid - Tertiary carboxylic acid amide - Pyrrolidine - Carboxylic acid ester - Carboxamide group - Phosphinic acid ester - Organoheterocyclic compound - Carboxylic acid - Azacycle - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Hydrocarbon derivative - Carbonyl group - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: L-proline derivative - phosphinic ester

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 (0 Activities)

Discover Target: ACE

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 563.700 g/mol
• XLogP3: 6.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 15
• Exact Mass: 563.301 Da
• Monoisotopic Mass: 563.301 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 850.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Hui Luo, Yin Qian, Jin Qi, Xinyu Liu.  (2022)  A novel strategy for screening angiotensin-converting enzyme inhibitors from natural products based on enzyme-immobilized ligand fishing combined with active-site blocking and directional enrichment.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:35248900] [10.1016/j.jchromb.2022.123203]