2-{[(E)-[1-(4-fluorophenyl)-4-{4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl}butylidene]amino]oxy}acetic acid

• ChemBase ID: 163706
• Molecular Formular: C25H29FN4O4
• Molecular Mass: 468.5205632
• Monoisotopic Mass: 468.21728365
• SMILES: c1(ccc(cc1)/C(=N/OCC(=O)O)/CCCN1CCC2(CC1)N(CNC2=O)c1ccccc1)F
• Canonical SMILES: OC(=O)CO/N=C(/c1ccc(cc1)F)\CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1
• InChI: InChI=1S/C25H29FN4O4/c26-20-10-8-19(9-11-20)22(28-34-17-23(31)32)7-4-14-29-15-12-25(13-16-29)24(33)27-18-30(25)21-5-2-1-3-6-21/h1-3,5-6,8-11H,4,7,12-18H2,(H,27,33)(H,31,32)/b28-22+
• InChIKey: VUVDQEDHMFSZPZ-XAYXJRQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(E)-[1-(4-fluorophenyl)-4-{4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl}butylidene]amino]oxy}acetic acid
• IUPAC Traditional name: {[(E)-[1-(4-fluorophenyl)-4-{4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl}butylidene]amino]oxy}acetic acid
• Synonyms: 2-[[[1-(4-Fluorophenyl)-4-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]dec-8-yl)butylidene]amino]oxy]acetic Acid Hydrate; CMOS; (Carboxymethyloximino)spiperone Hemihydrate

Database IDs

• CAS Number: 355012-90-7
• PubChem SID: 162257841
• PubChem CID: 5783680

CALCULATED PROPERTIES

• Acid pKa: 3.33473
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.2023459
• LogD (pH = 7.4): 0.1971235
• Log P: 0.20389278
• Molar Refractivity: 125.5826 cm^3
• Polarizability: 47.90188 Å^3
• Polar Surface Area: 94.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Slightly Yellow Oil

DETAILS

Toronto Research Chemicals - C181000

(Carboxymethyloximino)spiperone Hemihydrate is used as an affinity chromatography matrix support for the biospecific purification of the D2-dopamine receptor.

REFERENCES

• Senogles, S.E., et al.: Biochemistry, 25, 749 (1986)