Ingliforib - ≥98% , CAS No.186392-65-4

CAS: 186392-65-4 Cat. No.: I412135 Molecular Weight: 457.91 PubChem CID: 6451325

GRADE & PURITY ≥98%

Synonyms

DTXCID2027252 | NCGC00247928-01 | SCHEMBL122709 | Ingliforib (USAN/INN) | INGLIFORIB [INN] | CAS-186392-65-4 | HY-19396 | 5-CHLORO-N-((2S,3R)-4-((3S,4R)-3,4-DIHYDROXYPYRROLIDIN-1-YL)-3-HYDROXY-4-OXO-1-PHENYLBUTAN-2-YL)-1H-INDOLE-2-CARBOXAMIDE | CP-368 | E

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Ingliforib (CP 368296, GPi 296) is a glycogen phosphorylase inhibitor with IC50 of 52 nM, 352 nM and 150 nM for liver, muscle and brain glycogen phosphorylase, respectively. Ingliforib has cardioprotective activity.

Specifications

Synonyms

DTXCID2027252 | NCGC00247928-01 | SCHEMBL122709 | Ingliforib (USAN/INN) | INGLIFORIB [INN] | CAS-186392-65-4 | HY-19396 | 5-CHLORO-N-((2S, 3R)-4-((3S, 4R)-3, 4-DIHYDROXYPYRROLIDIN-1-YL)-3-HYDROXY-4-OXO-1-PHENYLBUTAN-2-YL)-1H-INDOLE-2-CARBOXAMIDE | CP-368 | E

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Ingliforib (CP 368296, GPi 296) is a glycogen phosphorylase inhibitor with IC50 of 52 nM, 352 nM and 150 nM for liver, muscle and brain glycogen phosphorylase, respectively. Ingliforib has cardioprotective activity.

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(C(CN1C(=O)C(C(CC2=CC=CC=C2)NC(=O)C3=CC4=C(N3)C=CC(=C4)Cl)O)O)O
• IUPAC Name: 5-chloro-N-[(2S,3R)-4-[(3S,4R)-3,4-dihydroxypyrrolidin-1-yl]-3-hydroxy-4-oxo-1-phenylbutan-2-yl]-1H-indole-2-carboxamide
• InChIKey: GVDRRZOORHCTAN-MJUUVYJYSA-N
• INCHI: 1S/C23H24ClN3O5/c24-15-6-7-16-14(9-15)10-18(25-16)22(31)26-17(8-13-4-2-1-3-5-13)21(30)23(32)27-11-19(28)20(29)12-27/h1-7,9-10,17,19-21,25,28-30H,8,11-12H2,(H,26,31)/t17-,19-,20+,21+/m0/s1
• Isomeric SMILES: C1[C@H]([C@H](CN1C(=O)[C@@H]([C@H](CC2=CC=CC=C2)NC(=O)C3=CC4=C(N3)C=CC(=C4)Cl)O)O)O
• PubChem CID: 6451325
• Molecular Weight: 457.91

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxamides and derivatives
• Alternative Parents: Beta amino acids and derivatives Amphetamines and derivatives Indoles 2-heteroaryl carboxamides N-acylpyrrolidines Pyrrole carboxamides Monosaccharides Substituted pyrroles Aryl chlorides Tertiary carboxylic acid amides Heteroaromatic compounds Secondary carboxylic acid amides Secondary alcohols Azacyclic compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxamide derivative - Beta amino acid or derivatives - Amphetamine or derivatives - Indole - 2-heteroaryl carboxamide - N-acylpyrrolidine - Pyrrole-2-carboxamide - Pyrrole-2-carboxylic acid or derivatives - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrolidine - Tertiary carboxylic acid amide - Pyrrole - Carboxamide group - Secondary carboxylic acid amide - Secondary alcohol - Azacycle - Carboxylic acid derivative - Organooxygen compound - Organic nitrogen compound - Alcohol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxamides and derivatives. These are compounds containing a carboxamide group attached to an indole.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 457.900 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 457.14 Da
• Monoisotopic Mass: 457.14 Da
• Topological Polar Surface Area: 126.000 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 666.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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