GLPG 0187 - ≥97%(HPLC) , CAS No.1320346-97-1

CAS: 1320346-97-1 Cat. No.: G288570 Formule: C₂₉H₃₇N₇O₅S Poids moléculaire: 595.71

GRADE & PURITY ≥97%(HPLC)

Synonyms

(S)-3-((2,5-dimethyl-6-(4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)piperidin-1-yl)pyrimidin-4-yl)amino)-2-(4-methoxyphenylsulfonamido)propanoic acid | UNII-43A5P87Z4T | 43A5P87Z4T | AMY16777 | AS-84051 | BDBM50497714 | L-Alanine, 3-((2,5-dimethyl-6-(4-(5

Storage

Conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

description du produit

GLPG0187 est un antagoniste des récepteurs de l'intégrine à large spectre avec une activité antitumorale ; il inhibe l'αvβ1-intégrine avec une IC50 de 1,3 nM.

Specifications

Synonymes

(S)-3-((2,5-dimethyl-6-(4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)piperidin-1-yl)pyrimidin-4-yl)amino)-2-(4-methoxyphenylsulfonamido)propanoic acid | UNII-43A5P87Z4T | 43A5P87Z4T | AMY16777 | AS-84051 | BDBM50497714 | L-Alanine, 3-((2,5-dimethyl-6-(4-(5

Spécifications et pureté

≥97%(HPLC)

Mécanismes biochimiques et physiologiques

Puissant inhibiteur de l'intégrine αv (valeurs IC50 de 1,2-3,7 nM). Inhibe la résorption osseuse ostéoclastique et l'angiogenèse in vitro et in vivo. Supprime la transition épithélio-mésenchymateuse (EMT) et la migration des cellules PC-3M-Pro4/luc, sans

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Type d'action

ANTAGONIST

Pureté

≥97%(HPLC)

Noms et identifiants

• Pubchem Sid: 528764609
• Sourires canoniques: CC1=C(N=C(N=C1N2CCC(CC2)C3=NC4=C(CCCN4)C=C3)C)NCC(C(=O)O)NS(=O)(=O)C5=CC=C(C=C5)OC
• IUPAC Name: (2S)-3-[[2,5-dimethyl-6-[4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)piperidin-1-yl]pyrimidin-4-yl]amino]-2-[(4-methoxyphenyl)sulfonylamino]propanoic acid
• InChIKey: CXHCNOMGODVIKB-VWLOTQADSA-N
• INCHI: 1S/C29H37N7O5S/c1-18-26(31-17-25(29(37)38)35-42(39,40)23-9-7-22(41-3)8-10-23)32-19(2)33-28(18)36-15-12-20(13-16-36)24-11-6-21-5-4-14-30-27(21)34-24/h6-11,20,25,35H,4-5,12-17H2,1-3H3,(H,30,34)(H,37,38)(H,31,32,33)/t25-/m0/s1
• Isomères SMILES: CC1=C(N=C(N=C1N2CCC(CC2)C3=NC4=C(CCCN4)C=C3)C)NC[C@@H](C(=O)O)NS(=O)(=O)C5=CC=C(C=C5)OC
• Poids moléculaire: 595.71
• Reaxy-Rn: 45665268
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=45665268&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Diazanaphthalenes
      • Subclass Naphthyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Diazanaphthalenes
• Subclass: Naphthyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthyridines
• Alternative Parents: Alpha amino acids and derivatives Benzenesulfonamides Benzenesulfonyl compounds Phenoxy compounds Methoxybenzenes Dialkylarylamines Anisoles Alkyl aryl ethers Aminopyrimidines and derivatives Pyridines and derivatives Piperidines Organosulfonamides Imidolactams Aminosulfonyl compounds Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-amino acid or derivatives - Benzenesulfonamide - Naphthyridine - Benzenesulfonyl group - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Dialkylarylamine - Alkyl aryl ether - Aminopyrimidine - Monocyclic benzene moiety - Piperidine - Pyridine - Pyrimidine - Organosulfonic acid amide - Benzenoid - Imidolactam - Aminosulfonyl compound - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Heteroaromatic compound - Azacycle - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organopnictogen compound - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Amine - Organic oxide - Organosulfur compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthyridines. These are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.
• 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

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solvent:DMSO, Max Conc. mg/mL: 5.96, Max Conc. mM: 10
• Poids moléculaire: 595.700 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 595.258 Da
• Monoisotopic Mass: 595.258 Da
• Topological Polar Surface Area: 167.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 983.000
• 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

Références

1. Ting Cao, Chen Yang, Zhengyang Wang, Changmin Shao, Ziye Xu, Baode Chen, Jiayu Zhang, Yongcheng Wang, Fangfu Ye.  (2026)  Non-Contact Transspatial Regulatory Function of the Extracellular Matrix.  Smart Medicine,  5  (4): (e70046).  [PMID:42524135] [10.1002/smmd.70046]