4-{[(2-chloro-4,5-difluorobenzoyl)carbamoyl]amino}-3-(trifluoromethoxy)benzoic acid

• ChemBase ID: 5044
• Molecular Formular: C16H8ClF5N2O5
• Molecular Mass: 438.690136
• Monoisotopic Mass: 438.00419015
• SMILES: c1(c(cc(C(=O)NC(=O)Nc2ccc(cc2OC(F)(F)F)C(=O)O)c(Cl)c1)F)F
• Canonical SMILES: O=C(NC(=O)c1cc(F)c(cc1Cl)F)Nc1ccc(cc1OC(F)(F)F)C(=O)O
• InChI: InChI=1S/C16H8ClF5N2O5/c17-8-5-10(19)9(18)4-7(8)13(25)24-15(28)23-11-2-1-6(14(26)27)3-12(11)29-16(20,21)22/h1-5H,(H,26,27)(H2,23,24,25,28)
• InChIKey: NWQGDIBCFLDHDO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[(2-chloro-4,5-difluorobenzoyl)carbamoyl]amino}-3-(trifluoromethoxy)benzoic acid
• IUPAC Traditional name: 4-{[(2-chloro-4,5-difluorobenzoyl)carbamoyl]amino}-3-(trifluoromethoxy)benzoic acid
• Synonyms: 4-[3-(2-Chloro-4,5-difluoro-benzoyl)ureido]-3-trifluoromethoxybenzoic acid

Database IDs

• PubChem SID: 99443866; 160968476
• PubChem CID: 16070039

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9042673
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.0859435
• LogD (pH = 7.4): 1.0137537
• Log P: 4.6983366
• Molar Refractivity: 85.3982 cm^3
• Polarizability: 32.04082 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.83
• LOG S: -5.57
• Solubility (Water): 1.18e-03 g/l

DETAILS

DrugBank - DB07395

Drug information: experimental