2-[(2-chloro-4-iodophenyl)amino]-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluorobenzamide

• ChemBase ID: 4699
• Molecular Formular: C16H14ClF2IN2O4
• Molecular Mass: 498.6476364
• Monoisotopic Mass: 497.96548906
• SMILES: c1(ccc(cc1Cl)I)Nc1c(ccc(c1F)F)C(=O)NOC[C@@H](CO)O
• Canonical SMILES: OC[C@H](CONC(=O)c1ccc(c(c1Nc1ccc(cc1Cl)I)F)F)O
• InChI: InChI=1S/C16H14ClF2IN2O4/c17-11-5-8(20)1-4-13(11)21-15-10(2-3-12(18)14(15)19)16(25)22-26-7-9(24)6-23/h1-5,9,21,23-24H,6-7H2,(H,22,25)/t9-/m1/s1
• InChIKey: FCADPEDUULETPK-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-chloro-4-iodophenyl)amino]-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluorobenzamide
• IUPAC Traditional name: 2-[(2-chloro-4-iodophenyl)amino]-N-[(2R)-2,3-dihydroxypropoxy]-3,4-difluorobenzamide
• Synonyms: 2-[(2-chloro-4-iodophenyl)amino]-N-{[(2R)-2,3-dihydroxypropyl]oxy}-3,4-difluorobenzamide

Database IDs

• PubChem SID: 99443517; 160968131
• PubChem CID: 25163987

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.972611
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 4.436547
• LogD (pH = 7.4): 4.436537
• Log P: 4.436547
• Molar Refractivity: 100.7244 cm^3
• Polarizability: 38.2428 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.21
• LOG S: -4.69
• Solubility (Water): 1.03e-02 g/l

DETAILS

DrugBank - DB07046

Drug information: experimental