SB 328437 - Moligand™, ≥98% , CAS No.247580-43-4

CAS: 247580-43-4 Cat. No.: S274805 Molecular Weight: 378.38 EC Number: 694-458-4 PubChem CID: 10474776

GRADE & PURITY Moligand™, ≥98%

Synonyms

F81757 | AKOS040745353 | HMS3414E05 | SCHEMBL3930225 | MS-26166 | SB 328437 | L-Phenylalanine, N-(1-naphthalenylcarbonyl)-4-nitro-, methyl ester | BDBM50100021 | DTXSID30440571 | N-(1-NAPHTHALENYLCARBONYL)-4-NITRO-L-PHENYLALANINE METHYL ESTER | methyl (2S

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

SB-328437 is a potent, selective non-peptide CCR3 antagonist with an IC50 of 4.5 nM.  

application：

SB 328437 may be used to study CCR3-mediated cell signaling in asthma models. 

Specifications

Synonyms

F81757 | AKOS040745353 | HMS3414E05 | SCHEMBL3930225 | MS-26166 | SB 328437 | L-Phenylalanine, N-(1-naphthalenylcarbonyl)-4-nitro-, methyl ester | BDBM50100021 | DTXSID30440571 | N-(1-NAPHTHALENYLCARBONYL)-4-NITRO-L-PHENYLALANINE METHYL ESTER | methyl (2S

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Highly potent and selective CCR3 antagonist (IC 50 = 4 nM). Shows >2500-fold selectivity over CCR7, CXCR1, CXCR2, C4aR and LTD 4 receptors. Inhibits Ca 2+ mobilization induced by eotaxin, eotaxin-2 and MCP-4 (IC 50 values are 38, 35, and 20 nM, respective

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504765492
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765492
• Canonical Smiles: COC(=O)C(CC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)C2=CC=CC3=CC=CC=C32
• IUPAC Name: methyl (2S)-2-(naphthalene-1-carbonylamino)-3-(4-nitrophenyl)propanoate
• InChIKey: VMFGCGRAIBLAFY-IBGZPJMESA-N
• INCHI: 1S/C21H18N2O5/c1-28-21(25)19(13-14-9-11-16(12-10-14)23(26)27)22-20(24)18-8-4-6-15-5-2-3-7-17(15)18/h2-12,19H,13H2,1H3,(H,22,24)/t19-/m0/s1
• Isomeric SMILES: COC(=O)[C@H](CC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)C2=CC=CC3=CC=CC=C32
• PubChem CID: 10474776
• Molecular Weight: 378.38

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 Phenylalanine 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: Phenylalanine and derivatives
• Alternative Parents: Alpha amino acid esters Naphthalenecarboxamides N-acyl-alpha amino acids and derivatives Amphetamines and derivatives Nitrobenzenes Nitroaromatic compounds Fatty acid esters Methyl esters Secondary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Organic salts Carbonyl compounds Organic zwitterions Organonitrogen compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Phenylalanine or derivatives - Alpha-amino acid ester - 1-naphthalenecarboxamide - 1-naphthalenecarboxylic acid or derivatives - N-acyl-alpha amino acid or derivatives - Amphetamine or derivatives - Naphthalene - Nitrobenzene - Nitroaromatic compound - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Methyl ester - Carboxamide group - Organic nitro compound - Carboxylic acid ester - C-nitro compound - Secondary carboxylic acid amide - Organic oxoazanium - Propargyl-type 1,3-dipolar organic compound - Monocarboxylic acid or derivatives - Organic 1,3-dipolar compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic zwitterion - Organic salt - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• 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)

CCR3 Tchem C-C chemokine receptor type 3 (11 Activities)

Discover Target: CCR3

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

CCR3 Tchem C-C chemokine receptor type 3 (1666 Activities)

Discover Target: CCR3

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

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)

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 DMSO to 100 mM
• Molecular Weight: 378.400 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 378.122 Da
• Monoisotopic Mass: 378.122 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 568.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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