3-bromo-N-[(2R,3R)-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-3-yl]propanamide

• ChemBase ID: 80075
• Molecular Formular: C18H16BrNO3
• Molecular Mass: 374.22854
• Monoisotopic Mass: 373.03135538
• SMILES: O1[C@H](c2ccccc2)[C@H](C(=O)c2ccccc12)NC(=O)CCBr
• Canonical SMILES: BrCCC(=O)N[C@@H]1[C@H](Oc2c(C1=O)cccc2)c1ccccc1
• InChI: InChI=1S/C18H16BrNO3/c19-11-10-15(21)20-16-17(22)13-8-4-5-9-14(13)23-18(16)12-6-2-1-3-7-12/h1-9,16,18H,10-11H2,(H,20,21)/t16-,18+/m0/s1
• InChIKey: CRQRIMSNHPGUGR-FUHWJXTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-N-[(2R,3R)-4-oxo-2-phenyl-3,4-dihydro-2H-1-benzopyran-3-yl]propanamide
• IUPAC Traditional name: 3-bromo-N-[(2R,3R)-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-3-yl]propanamide
• Synonyms: N1-(4-oxo-2-phenyl-3,4-dihydro-2H-chromen-3-yl)-3-bromopropanamide

Database IDs

• MDL Number: MFCD00276197
• PubChem SID: 162067195
• PubChem CID: 46742467

CALCULATED PROPERTIES

• Acid pKa: 10.560437
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0524588
• LogD (pH = 7.4): 3.0521963
• Log P: 3.052462
• Molar Refractivity: 90.2227 cm^3
• Polarizability: 34.85023 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true