2-(5-chloro-2-{[(3-nitrophenyl)methyl]carbamoyl}phenoxy)acetic acid

• ChemBase ID: 4683
• Molecular Formular: C16H13ClN2O6
• Molecular Mass: 364.73722
• Monoisotopic Mass: 364.04621383
• SMILES: c1([N+](=O)[O-])cc(CNC(=O)c2ccc(Cl)cc2OCC(=O)O)ccc1
• Canonical SMILES: OC(=O)COc1cc(Cl)ccc1C(=O)NCc1cccc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C16H13ClN2O6/c17-11-4-5-13(14(7-11)25-9-15(20)21)16(22)18-8-10-2-1-3-12(6-10)19(23)24/h1-7H,8-9H2,(H,18,22)(H,20,21)
• InChIKey: VABIMMIJVWNHFI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-chloro-2-{[(3-nitrophenyl)methyl]carbamoyl}phenoxy)acetic acid
• IUPAC Traditional name: 5-chloro-2-{[(3-nitrophenyl)methyl]carbamoyl}phenoxyacetic acid
• Synonyms: (5-CHLORO-2-{[(3-NITROBENZYL)AMINO]CARBONYL}PHENOXY)ACETIC ACID

Database IDs

• PubChem SID: 160968115; 99443501
• PubChem CID: 16058630

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9973822
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.1713947
• LogD (pH = 7.4): -0.8385285
• Log P: 2.6363761
• Molar Refractivity: 89.323 cm^3
• Polarizability: 33.393005 Å^3
• Polar Surface Area: 121.45 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.88
• LOG S: -4.68
• Solubility (Water): 7.55e-03 g/l

DETAILS

DrugBank - DB07030

Drug information: experimental