2-(2,4-dichlorobenzamido)-5-(pyrimidin-2-yloxy)benzoic acid

• ChemBase ID: 6018
• Molecular Formular: C18H11Cl2N3O4
• Molecular Mass: 404.20364
• Monoisotopic Mass: 403.01266121
• SMILES: Clc1cc(Cl)c(cc1)C(=O)Nc1ccc(cc1C(=O)O)Oc1ncccn1
• Canonical SMILES: Clc1ccc(c(c1)Cl)C(=O)Nc1ccc(cc1C(=O)O)Oc1ncccn1
• InChI: InChI=1S/C18H11Cl2N3O4/c19-10-2-4-12(14(20)8-10)16(24)23-15-5-3-11(9-13(15)17(25)26)27-18-21-6-1-7-22-18/h1-9H,(H,23,24)(H,25,26)
• InChIKey: VNDRRWBKNSHALL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,4-dichlorobenzamido)-5-(pyrimidin-2-yloxy)benzoic acid
• IUPAC Traditional name: 2-(2,4-dichlorobenzamido)-5-(pyrimidin-2-yloxy)benzoic acid
• Synonyms: 2-[(2,4-DICHLOROBENZOYL)AMINO]-5-(PYRIMIDIN-2-YLOXY)BENZOIC ACID

Database IDs

• PubChem SID: 99444873; 160969443
• PubChem CID: 5289162

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2738535
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.6285207
• LogD (pH = 7.4): 1.4047301
• Log P: 4.8363657
• Molar Refractivity: 101.3084 cm^3
• Polarizability: 37.704613 Å^3
• Polar Surface Area: 101.41 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.28
• LOG S: -4.5
• Solubility (Water): 1.28e-02 g/l

DETAILS

DrugBank - DB08402

Drug information: experimental