LY309887 - Moligand™, ≥98% , CAS No.127228-54-0

CAS: 127228-54-0 Cat. No.: L647242 Molecular Weight: 449.48 PubChem CID: 135430850

GRADE & PURITY Moligand™, ≥98%

Synonyms

6R-2',5'-THIENYL-5,10-DIDEAZATETRAHYDROFOLIC ACID; LY309887 | AKOS040741989 | MS-28141 | N-[(5-{2-[(6R)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}thiophen-2-yl)carbonyl]-L-glutamic acid | N-((5-(2-((6R)-2-Amino-3,4,5,6,7,8-hexah

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

LY309887 is a potent inhibitor of glycinamide ribonucleotide formyltransferase ( GARFT ), with a K i of 6.5 nM, and has antitumor activity.

In Vitro

LY309887 is a potent inhibitor of glycinamide ribonucleotide formyltransferase (GARFT), with a K i of 6.5 nM for human GARFT and also has high affinity at human folate receptor (FR)α and FRβ (K i , 1.78 nM and 18.2 nM, respectively). LY309887 is signigicantly cytotoxic against the human leukemia cell line CCRF-CEM with IC 50 of 9.9 nM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

LY309887 (3 mg/kg-100 mg/kg, i.p.) shows complete inhibition on the tumor growth in mice bearing C3H mammary cancer cells . They are for reference only.

Form:Solid

Specifications

Synonyms

6R-2', 5'-THIENYL-5, 10-DIDEAZATETRAHYDROFOLIC ACID; LY309887 | AKOS040741989 | MS-28141 | N-[(5-{2-[(6R)-2-amino-4-oxo-3, 4, 5, 6, 7, 8-hexahydropyrido[2, 3-d]pyrimidin-6-yl]ethyl}thiophen-2-yl)carbonyl]-L-glutamic acid | N-((5-(2-((6R)-2-Amino-3, 4, 5, 6, 7, 8-hexah

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

LY309887 is a potent inhibitor of glycinamide ribonucleotide formyltransferase ( GARFT ), with a K i of 6.5 nM, and has antitumor 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.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(CNC2=C1C(=O)NC(=N2)N)CCC3=CC=C(S3)C(=O)NC(CCC(=O)O)C(=O)O
• IUPAC Name: (2S)-2-[[5-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-3H-pyrido[2,3-d]pyrimidin-6-yl]ethyl]thiophene-2-carbonyl]amino]pentanedioic acid
• InChIKey: GQCXGHHHNACOGE-SKDRFNHKSA-N
• INCHI: 1S/C19H23N5O6S/c20-19-23-15-11(16(27)24-19)7-9(8-21-15)1-2-10-3-5-13(31-10)17(28)22-12(18(29)30)4-6-14(25)26/h3,5,9,12H,1-2,4,6-8H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t9-,12+/m1/s1
• Isomeric SMILES: C1[C@H](CNC2=C1C(=O)NC(=N2)N)CCC3=CC=C(S3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
• Alternate CAS: 127228-54-0
• PubChem CID: 135430850
• MeSH Entry Terms: 6R-2',5'-thienyl-5,10-dideazatetrahydrofolic acid;6S-2',5'-thienyl-5, 10-dideazatetrahydrofolic acid;LY 309887;LY309886;LY309887
• Molecular Weight: 449.48

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 Glutamic acid 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: Glutamic acid and derivatives
• Alternative Parents: N-acyl-alpha amino acids Pyridopyrimidines Thiophene carboxamides 2-heteroaryl carboxamides Pyrimidones 2,5-disubstituted thiophenes Aminopyrimidines and derivatives Pyridines and derivatives Dicarboxylic acids and derivatives Vinylogous amides Heteroaromatic compounds Secondary carboxylic acid amides Amino acids Carboxylic acids Azacyclic compounds Primary amines Hydrocarbon derivatives Organic oxides Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Glutamic acid or derivatives - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Pyridopyrimidine - 2-heteroaryl carboxamide - Thiophene carboxamide - Thiophene carboxylic acid or derivatives - Aminopyrimidine - Pyrimidone - 2,5-disubstituted thiophene - Dicarboxylic acid or derivatives - Pyridine - Pyrimidine - Heteroaromatic compound - Vinylogous amide - Thiophene - Amino acid - Carboxamide group - Secondary carboxylic acid amide - Organoheterocyclic compound - Azacycle - Carboxylic acid - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: thiophenes - pyridopyrimidine - N-acyl-L-glutamic 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

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 449.500 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 449.137 Da
• Monoisotopic Mass: 449.137 Da
• Topological Polar Surface Area: 211.000 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 829.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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