3-{[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl}thiophene-2-carboxylic acid

• ChemBase ID: 5605
• Molecular Formular: C19H14FNO4S
• Molecular Mass: 371.3821632
• Monoisotopic Mass: 371.06275715
• SMILES: c1c(cc(c2ccc(NC(=O)c3ccsc3C(=O)O)c(c2)F)cc1)OC
• Canonical SMILES: COc1cccc(c1)c1ccc(c(c1)F)NC(=O)c1ccsc1C(=O)O
• InChI: InChI=1S/C19H14FNO4S/c1-25-13-4-2-3-11(9-13)12-5-6-16(15(20)10-12)21-18(22)14-7-8-26-17(14)19(23)24/h2-10H,1H3,(H,21,22)(H,23,24)
• InChIKey: GIUMGVUBDBDTDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl}thiophene-2-carboxylic acid
• IUPAC Traditional name: 3-{[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl}thiophene-2-carboxylic acid
• Synonyms: 3-{[(3-FLUORO-3'-METHOXYBIPHENYL-4-YL)AMINO]CARBONYL}THIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444447; 160969033
• PubChem CID: 15942657

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1684253
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.9609097
• LogD (pH = 7.4): 0.81270903
• Log P: 4.267851
• Molar Refractivity: 97.5534 cm^3
• Polarizability: 37.100445 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.77
• LOG S: -5.3
• Solubility (Water): 1.85e-03 g/l

DETAILS

DrugBank - DB07976

Drug information: experimental