2-(2-{[(4-bromo-2-fluorophenyl)methyl]carbamoyl}-5-chlorophenoxy)acetic acid

• ChemBase ID: 4681
• Molecular Formular: C16H12BrClFNO4
• Molecular Mass: 416.6261832
• Monoisotopic Mass: 414.96222577
• SMILES: C(NC(=O)c1ccc(Cl)cc1OCC(=O)O)c1c(F)cc(Br)cc1
• Canonical SMILES: OC(=O)COc1cc(Cl)ccc1C(=O)NCc1ccc(cc1F)Br
• InChI: InChI=1S/C16H12BrClFNO4/c17-10-2-1-9(13(19)5-10)7-20-16(23)12-4-3-11(18)6-14(12)24-8-15(21)22/h1-6H,7-8H2,(H,20,23)(H,21,22)
• InChIKey: ZLIGBZRXAQNUFO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[(4-bromo-2-fluorophenyl)methyl]carbamoyl}-5-chlorophenoxy)acetic acid
• IUPAC Traditional name: 2-{[(4-bromo-2-fluorophenyl)methyl]carbamoyl}-5-chlorophenoxyacetic acid
• Synonyms: (2-{[(4-BROMO-2-FLUOROBENZYL)AMINO]CARBONYL}-5-CHLOROPHENOXY)ACETIC ACID

Database IDs

• PubChem SID: 160968113; 99443499
• PubChem CID: 16058629

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.973582
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1212338
• LogD (pH = 7.4): 0.13019776
• Log P: 3.6078465
• Molar Refractivity: 89.8375 cm^3
• Polarizability: 34.13555 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.77
• LOG S: -5.07
• Solubility (Water): 3.55e-03 g/l

DETAILS

DrugBank - DB07028

Drug information: experimental