(2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}phenyl)propanoic acid hydrate

• ChemBase ID: 153758
• Molecular Formular: C30H31N3O5
• Molecular Mass: 513.58424
• Monoisotopic Mass: 513.22637111
• SMILES: CN(CCOc1ccc(cc1)C[C@@H](C(=O)O)Nc1ccccc1C(=O)c1ccccc1)c1ccccn1.O
• Canonical SMILES: OC(=O)[C@@H](Nc1ccccc1C(=O)c1ccccc1)Cc1ccc(cc1)OCCN(c1ccccn1)C.O
• InChI: InChI=1S/C30H29N3O4.H2O/c1-33(28-13-7-8-18-31-28)19-20-37-24-16-14-22(15-17-24)21-27(30(35)36)32-26-12-6-5-11-25(26)29(34)23-9-3-2-4-10-23;/h2-18,27,32H,19-21H2,1H3,(H,35,36);1H2/t27-;/m0./s1
• InChIKey: XSITZVFUXCLFMK-YCBFMBTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}phenyl)propanoic acid hydrate
• IUPAC Traditional name: (2S)-2-[(2-benzoylphenyl)amino]-3-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}phenyl)propanoic acid hydrate
• Synonyms: N-(2-Benzoylphenyl)-O-[2-(methyl-2-pyridinylamino)ethyl]-L-tyrosine hydrate; GW1929 hydrate

Database IDs

• PubChem SID: 24278789; 162247897
• PubChem CID: 16219422

CALCULATED PROPERTIES

• Acid pKa: 3.7539663
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 4.6674185
• LogD (pH = 7.4): 3.7726378
• Log P: 4.707945
• Molar Refractivity: 145.1622 cm^3
• Polarizability: 54.782967 Å^3
• Polar Surface Area: 91.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL
• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... PPARG(5468)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C30H29N3O4 · xH2O

DETAILS

Sigma Aldrich - G5668

Biochem/physiol Actions
GW1929 is a high affinity agonist of PPAR-γ.
Legal Information
Sold for research purposes only, pursuant to an agreement with Glaxo-Smith-Kline