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

• ChemBase ID: 4485
• Molecular Formular: C19H20BrNO5S
• Molecular Mass: 454.3348
• Monoisotopic Mass: 453.02455575
• SMILES: s1c(c(c(c1c1cc(ccc1)NC1CCCCC1)Br)OCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NC1CCCCC1
• InChI: InChI=1S/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)
• InChIKey: RXDVFLTWXCTCEX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 99443300; 160967917
• PubChem CID: 17759780

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.065663
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.2129021
• LogD (pH = 7.4): -1.7386199
• Log P: 2.9265
• Molar Refractivity: 106.503 cm^3
• Polarizability: 41.49727 Å^3
• Polar Surface Area: 95.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.52
• LOG S: -5.7
• Solubility (Water): 9.01e-04 g/l

DETAILS

DrugBank - DB06829

Drug information: experimental