methyl (2R)-2-phenyl-2-[(2-phenylquinolin-4-yl)formamido]acetate

• ChemBase ID: 153131
• Molecular Formular: C25H20N2O3
• Molecular Mass: 396.4379
• Monoisotopic Mass: 396.14739251
• SMILES: COC(=O)[C@@H](c1ccccc1)NC(=O)c1cc(nc2c1cccc2)c1ccccc1
• Canonical SMILES: COC(=O)[C@@H](c1ccccc1)NC(=O)c1cc(nc2c1cccc2)c1ccccc1
• InChI: InChI=1S/C25H20N2O3/c1-30-25(29)23(18-12-6-3-7-13-18)27-24(28)20-16-22(17-10-4-2-5-11-17)26-21-15-9-8-14-19(20)21/h2-16,23H,1H3,(H,27,28)/t23-/m1/s1
• InChIKey: IUMQXQJZIHWLIN-HSZRJFAPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-phenyl-2-[(2-phenylquinolin-4-yl)formamido]acetate
• IUPAC Traditional name: methyl (2R)-2-phenyl-2-[(2-phenylquinolin-4-yl)formamido]acetate
• Synonyms: (-)-(R)-N-(α-Methoxycarbonylbenzyl)-2-phenylquinoline-4-carboxamide; SB 218795

Database IDs

• MDL Number: MFCD00951240
• PubChem SID: 24278467; 162247271
• PubChem CID: 6604858

CALCULATED PROPERTIES

• Acid pKa: 12.355839
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.7984033
• LogD (pH = 7.4): 4.7985926
• Log P: 4.7985992
• Molar Refractivity: 113.9302 cm^3
• Polarizability: 46.678936 Å^3
• Polar Surface Area: 68.29 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble40 mg/mL; H2O: insoluble
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... TACR2(6865), TACR3(6870)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C25H20N2O3

DETAILS

Sigma Aldrich - S8817

Biochem/physiol Actions
Non-peptide NK3 tachykinin receptor antagonist.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline