5-(3-{[(2,4-dichlorobenzoyl)carbamoyl]amino}-2-methylphenoxy)pentanoic acid

• ChemBase ID: 4205
• Molecular Formular: C20H20Cl2N2O5
• Molecular Mass: 439.2892
• Monoisotopic Mass: 438.07492711
• SMILES: c1cc(c(Cl)cc1Cl)C(=O)NC(=O)Nc1cccc(OCCCCC(=O)O)c1C
• Canonical SMILES: O=C(NC(=O)c1ccc(cc1Cl)Cl)Nc1cccc(c1C)OCCCCC(=O)O
• InChI: InChI=1S/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)
• InChIKey: NJJIFGCFUDDBSP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(3-{[(2,4-dichlorobenzoyl)carbamoyl]amino}-2-methylphenoxy)pentanoic acid
• IUPAC Traditional name: 5-(3-{[(2,4-dichlorobenzoyl)carbamoyl]amino}-2-methylphenoxy)pentanoic acid
• Synonyms: 5-{3-[3-(2,4-DICHLORO-BENZOYL)-UREIDO]-2-METHYL-PHENOXY}-PENTANOIC ACID

Database IDs

• PubChem SID: 46507045; 160967637
• PubChem CID: 5326887

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.1864767
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.3922484
• LogD (pH = 7.4): 1.2764858
• Log P: 4.732259
• Molar Refractivity: 111.0881 cm^3
• Polarizability: 41.85791 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.23
• LOG S: -5.72
• Solubility (Water): 8.36e-04 g/l

DETAILS

DrugBank - DB04645

Drug information: experimental