(2S)-2-[(E)-({4-[(3-fluorophenyl)methoxy]phenyl}methylidene)amino]propanamide

• ChemBase ID: 6127
• Molecular Formular: C17H17FN2O2
• Molecular Mass: 300.3274832
• Monoisotopic Mass: 300.12740601
• SMILES: Fc1cc(ccc1)COc1ccc(cc1)/C=N/[C@@H](C)C(=O)N
• Canonical SMILES: NC(=O)[C@@H](/N=C/c1ccc(cc1)OCc1cccc(c1)F)C
• InChI: InChI=1S/C17H17FN2O2/c1-12(17(19)21)20-10-13-5-7-16(8-6-13)22-11-14-3-2-4-15(18)9-14/h2-10,12H,11H2,1H3,(H2,19,21)/b20-10+/t12-/m0/s1
• InChIKey: RJJDIVMWGWHPFE-QDBSGRMGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(E)-({4-[(3-fluorophenyl)methoxy]phenyl}methylidene)amino]propanamide
• IUPAC Traditional name: (2S)-2-[(E)-({4-[(3-fluorophenyl)methoxy]phenyl}methylidene)amino]propanamide
• Synonyms: (S)-(+)-2-[4-(FLUOROBENZYLOXY-BENZYLAMINO)PROPIONAMIDE]

Database IDs

• PubChem SID: 160969552; 99444987
• PubChem CID: 23659732

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.361783
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.861138
• LogD (pH = 7.4): 2.8712637
• Log P: 2.8713944
• Molar Refractivity: 83.2887 cm^3
• Polarizability: 31.386093 Å^3
• Polar Surface Area: 64.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.89
• LOG S: -5.11
• Solubility (Water): 2.33e-03 g/l

DETAILS

DrugBank - DB08516

Drug information: experimental