5-[3-(benzylamino)phenyl]-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid

• ChemBase ID: 4940
• Molecular Formular: C20H16BrNO5S
• Molecular Mass: 462.31374
• Monoisotopic Mass: 460.99325562
• SMILES: s1c(c(c(c1c1cc(ccc1)NCc1ccccc1)Br)OCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NCc1ccccc1
• InChI: InChI=1S/C20H16BrNO5S/c21-16-17(27-11-15(23)24)19(20(25)26)28-18(16)13-7-4-8-14(9-13)22-10-12-5-2-1-3-6-12/h1-9,22H,10-11H2,(H,23,24)(H,25,26)
• InChIKey: XEQPGVUGYAUMSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[3-(benzylamino)phenyl]-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid
• IUPAC Traditional name: 5-[3-(benzylamino)phenyl]-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid
• Synonyms: 5-[3-(BENZYLAMINO)PHENYL]-4-BROMO-3-(CARBOXYMETHOXY)THIOPHENE-2-CARBOXYLIC ACID

Database IDs

• PubChem SID: 160968372; 99443760
• PubChem CID: 17758920

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9338613
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.0135515
• LogD (pH = 7.4): -1.8472953
• Log P: 3.615282
• Molar Refractivity: 110.1014 cm^3
• Polarizability: 42.562263 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.3
• LOG S: -5.73
• Solubility (Water): 8.68e-04 g/l

DETAILS

DrugBank - DB07289

Drug information: experimental