(1R,3S)-1-(aminomethyl)-3-phenyl-3,4-dihydro-1H-2-benzopyran-5,6-diol

• ChemBase ID: 125562
• Molecular Formular: C16H17NO3
• Molecular Mass: 271.31108
• Monoisotopic Mass: 271.12084341
• SMILES: Oc1c(O)ccc2c1C[C@H](O[C@H]2CN)c1ccccc1
• Canonical SMILES: NC[C@@H]1O[C@@H](Cc2c1ccc(c2O)O)c1ccccc1
• InChI: InChI=1S/C16H17NO3/c17-9-15-11-6-7-13(18)16(19)12(11)8-14(20-15)10-4-2-1-3-5-10/h1-7,14-15,18-19H,8-9,17H2/t14-,15-/m0/s1
• InChIKey: SUHGRZPINGKYNV-GJZGRUSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-1-(aminomethyl)-3-phenyl-3,4-dihydro-1H-2-benzopyran-5,6-diol
• IUPAC Traditional name: (1R,3S)-1-(aminomethyl)-3-phenyl-3,4-dihydro-1H-2-benzopyran-5,6-diol
• Synonyms: A-68930

Database IDs

• CAS Number: 130465-45-1
• PubChem SID: 162219912
• PubChem CID: 122324
• CHEMBL: 315468
• Chemspider ID: 109076
• MeSH Name: A+68930
• Wikipedia Title: A-68930

CALCULATED PROPERTIES

• Acid pKa: 9.531807
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.57819635
• LogD (pH = 7.4): 0.72446084
• Log P: 1.869367
• Molar Refractivity: 76.7993 cm^3
• Polarizability: 29.897171 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 1.175
• pKa: 9.491
• pKb: 4.506