4-amino-N-[3-(1,3-benzoxazol-2-yl)-4-hydroxyphenyl]benzamide

• ChemBase ID: 153290
• Molecular Formular: C20H15N3O3
• Molecular Mass: 345.3514
• Monoisotopic Mass: 345.11134136
• SMILES: c1ccc2c(c1)nc(o2)c1cc(ccc1O)NC(=O)c1ccc(cc1)N
• Canonical SMILES: Nc1ccc(cc1)C(=O)Nc1ccc(c(c1)c1nc2c(o1)cccc2)O
• InChI: InChI=1S/C20H15N3O3/c21-13-7-5-12(6-8-13)19(25)22-14-9-10-17(24)15(11-14)20-23-16-3-1-2-4-18(16)26-20/h1-11,24H,21H2,(H,22,25)
• InChIKey: NVVIQGMTHCUMFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-[3-(1,3-benzoxazol-2-yl)-4-hydroxyphenyl]benzamide
• IUPAC Traditional name: 4-amino-N-[3-(1,3-benzoxazol-2-yl)-4-hydroxyphenyl]benzamide
• Synonyms: 4-amino-N-[3-(2-benzoxazolyl)-4-hydroxyphenyl]-benzamide; 2002-H20

Database IDs

• CAS Number: 351520-91-7
• MDL Number: MFCD00852780
• PubChem SID: 162247429
• PubChem CID: 5400439

CALCULATED PROPERTIES

• Acid pKa: 7.932125
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.3014736
• LogD (pH = 7.4): 3.1931443
• Log P: 3.3040292
• Molar Refractivity: 110.0395 cm^3
• Polarizability: 38.46655 Å^3
• Polar Surface Area: 101.38 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥15 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H15N3O3

DETAILS

Sigma Aldrich - SML0144

Biochem/physiol Actions
2002-H20 is an Alheimer′s Aβ peptide binder. It inhibits Aβ-induced death of PC12 cells, reducing the amount of toxic oligomer by enhancing fibril formation.