2-{2-[(2-acetyl-5-chloro-4-fluorophenyl)amino]acetamido}benzoic acid

• ChemBase ID: 4738
• Molecular Formular: C17H14ClFN2O4
• Molecular Mass: 364.7554632
• Monoisotopic Mass: 364.06261284
• SMILES: CC(=O)c1cc(c(cc1NCC(=O)Nc1ccccc1C(=O)O)Cl)F
• Canonical SMILES: O=C(Nc1ccccc1C(=O)O)CNc1cc(Cl)c(cc1C(=O)C)F
• InChI: InChI=1S/C17H14ClFN2O4/c1-9(22)11-6-13(19)12(18)7-15(11)20-8-16(23)21-14-5-3-2-4-10(14)17(24)25/h2-7,20H,8H2,1H3,(H,21,23)(H,24,25)
• InChIKey: LBMZLHCAPBBOFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(2-acetyl-5-chloro-4-fluorophenyl)amino]acetamido}benzoic acid
• IUPAC Traditional name: 2-{2-[(2-acetyl-5-chloro-4-fluorophenyl)amino]acetamido}benzoic acid
• Synonyms: 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID

Database IDs

• PubChem SID: 160968170; 99443556
• PubChem CID: 16221501

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.5576227
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.6840742
• LogD (pH = 7.4): 0.2629244
• Log P: 3.6202862
• Molar Refractivity: 93.2939 cm^3
• Polarizability: 33.72658 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.85
• LOG S: -4.83
• Solubility (Water): 5.43e-03 g/l

DETAILS

DrugBank - DB07085

Drug information: experimental