Cilazaprilat - Moligand™ , Inhibitor of Angiotensin-converting enzyme, CAS No.90139-06-3, Inhibitor of Angiotensin-converting enzyme

CAS: 90139-06-3 Cat. No.: C334929 Molecular Weight: 389.45

GRADE & PURITY Moligand™

Synonyms

SCHEMBL906169 | Ro 31-3113 | Ro-313113 | RO-31-3113 | (1S,9S)-9-((S)-1-Carboxy-3-phenylpropylamino)-10-oxo-4,6,7,8,9,10-hexahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid | GTPL6461 | Cilazapril diacid | CILAZAPRILAT [INN] | (1S,9S)-9-[[(S)-1-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Cilazaprilat is the anti-hypertensive active metabolite of Cilazapril and an ACE inhibitor. This compound prevents the catalytic conversion of angiotensin I to angiotensin II, a potent vasoconstrictor.

Specifications

Synonyms

SCHEMBL906169 | Ro 31-3113 | Ro-313113 | RO-31-3113 | (1S, 9S)-9-((S)-1-Carboxy-3-phenylpropylamino)-10-oxo-4, 6, 7, 8, 9, 10-hexahydro-1H-pyridazino[1, 2-a][1, 2]diazepine-1-carboxylic acid | GTPL6461 | Cilazapril diacid | CILAZAPRILAT [INN] | (1S, 9S)-9-[[(S)-1-

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

Names and Identifiers

• Canonical Smiles: C1CC(C(=O)N2C(CCCN2C1)C(=O)O)NC(CCC3=CC=CC=C3)C(=O)O
• IUPAC Name: (4S,7S)-7-[[(1S)-1-carboxy-3-phenylpropyl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid
• InChIKey: UVAUYSRYXACKSC-ULQDDVLXSA-N
• INCHI: 1S/C20H27N3O5/c24-18-15(8-4-12-22-13-5-9-17(20(27)28)23(18)22)21-16(19(25)26)11-10-14-6-2-1-3-7-14/h1-3,6-7,15-17,21H,4-5,8-13H2,(H,25,26)(H,27,28)/t15-,16-,17-/m0/s1
• Isomeric SMILES: C1C[C@@H](C(=O)N2[C@@H](CCCN2C1)C(=O)O)N[C@@H](CCC3=CC=CC=C3)C(=O)O
• Molecular Weight: 389.45
• Reaxy-Rn: 24730249
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24730249&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 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: L-alpha-amino acids 1,2-diazepanes Aralkylamines Pyridazines and derivatives Benzene and substituted derivatives Diazinanes Dicarboxylic acids and derivatives Carboxylic acid hydrazides Amino acids Dialkylamines Carboxylic acids Azacyclic compounds Carbonyl compounds Organopnictogen compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-dipeptide - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - 1,2-diazepane - Diazepane - Aralkylamine - 1,2-diazinane - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Pyridazine - Benzenoid - Amino acid or derivatives - Amino acid - Carboxylic acid hydrazide - Carboxylic acid - Azacycle - Secondary aliphatic amine - Organoheterocyclic compound - Secondary amine - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Amine - Organopnictogen compound - Organic oxygen compound - Aromatic 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: non-proteinogenic alpha-amino acid

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

• Solubility: Soluble in Chloroform, DMSO, and Methanol
• Melt Point(°C): 223-225°C (lit.)
• Molecular Weight: 389.400 g/mol
• XLogP3: -2.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 389.195 Da
• Monoisotopic Mass: 389.195 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 578.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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