(2Z)-3-[4-(2-bromophenoxy)phenyl]-2-(phenylformamido)prop-2-enoic acid

• ChemBase ID: 1494
• Molecular Formular: C22H16BrNO4
• Molecular Mass: 438.27074
• Monoisotopic Mass: 437.02627
• SMILES: OC(=O)/C(=C/c1ccc(Oc2ccccc2Br)cc1)/NC(=O)c1ccccc1
• Canonical SMILES: OC(=O)/C(=C/c1ccc(cc1)Oc1ccccc1Br)/NC(=O)c1ccccc1
• InChI: InChI=1S/C22H16BrNO4/c23-18-8-4-5-9-20(18)28-17-12-10-15(11-13-17)14-19(22(26)27)24-21(25)16-6-2-1-3-7-16/h1-14H,(H,24,25)(H,26,27)/b19-14-
• InChIKey: WLPJLQNKCJWAFL-RGEXLXHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-[4-(2-bromophenoxy)phenyl]-2-(phenylformamido)prop-2-enoic acid
• IUPAC Traditional name: C22H16BrNO4
• Synonyms: (2z)-2-(Benzoylamino)-3-[4-(2-Bromophenoxy)Phenyl]-2-Propenoic Acid

Database IDs

• PubChem SID: 46508533; 160964953
• PubChem CID: 657131

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.244673
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.687084
• LogD (pH = 7.4): 1.4850637
• Log P: 4.9223084
• Molar Refractivity: 110.6627 cm^3
• Polarizability: 41.695324 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.72
• LOG S: -6.09
• Solubility (Water): 3.56e-04 g/l

DETAILS

DrugBank - DB01720

Drug information: experimental