2-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 176697
• Molecular Formular: C21H22FN3O4
• Molecular Mass: 399.4154832
• Monoisotopic Mass: 399.15943442
• SMILES: c1(c(cc(cc1)NC[C@H](CN1C(=O)c2c(C1=O)cccc2)O)F)N1CCOCC1
• Canonical SMILES: O[C@@H](CN1C(=O)c2c(C1=O)cccc2)CNc1ccc(c(c1)F)N1CCOCC1
• InChI: InChI=1S/C21H22FN3O4/c22-18-11-14(5-6-19(18)24-7-9-29-10-8-24)23-12-15(26)13-25-20(27)16-3-1-2-4-17(16)21(25)28/h1-6,11,15,23,26H,7-10,12-13H2/t15-/m1/s1
• InChIKey: UVDYUDNYSNKZRV-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-[(2R)-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}-2-hydroxypropyl]isoindole-1,3-dione
• Synonyms: 2-[(2R)-3-[[3-Fluoro-4-(4-morpholinyl)phenyl]amino]-2-hydroxypropyl]-1H-isoindole-1,3(2H)-dione; N-(3-Phthalimido-2-(R)-hydroxypropyl)-3-fluoro-4-(morpholinyl)aniline

Database IDs

• CAS Number: 874340-08-6
• PubChem SID: 164232607
• PubChem CID: 16655949

CALCULATED PROPERTIES

• Acid pKa: 14.471822
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.4637445
• LogD (pH = 7.4): 1.5916069
• Log P: 1.5935085
• Molar Refractivity: 108.1763 cm^3
• Polarizability: 39.227917 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Orange Crystal

DETAILS

Toronto Research Chemicals - P384800

Linezolid (L466500) intermediate.