5-phenyl-3-[N-(propan-2-yl)4-methylbenzamido]thiophene-2-carboxylic acid

• ChemBase ID: 3304
• Molecular Formular: C22H21NO3S
• Molecular Mass: 379.47204
• Monoisotopic Mass: 379.12421454
• SMILES: N(C(C)C)(C(=O)c1ccc(cc1)C)c1c(sc(c1)c1ccccc1)C(=O)O
• Canonical SMILES: Cc1ccc(cc1)C(=O)N(c1cc(sc1C(=O)O)c1ccccc1)C(C)C
• InChI: InChI=1S/C22H21NO3S/c1-14(2)23(21(24)17-11-9-15(3)10-12-17)18-13-19(27-20(18)22(25)26)16-7-5-4-6-8-16/h4-14H,1-3H3,(H,25,26)
• InChIKey: LRHXIDOGMBZJFN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-phenyl-3-[N-(propan-2-yl)4-methylbenzamido]thiophene-2-carboxylic acid
• IUPAC Traditional name: 3-(N-isopropyl4-methylbenzamido)-5-phenylthiophene-2-carboxylic acid
• Synonyms: 3-[Isopropyl(4-Methylbenzoyl)Amino]-5-Phenylthiophene-2-Carboxylic Acid

Database IDs

• PubChem SID: 160966746; 46507123
• PubChem CID: 503535

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.558468
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.494998
• LogD (pH = 7.4): 2.0733109
• Log P: 5.4303966
• Molar Refractivity: 107.9824 cm^3
• Polarizability: 42.178295 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.64
• LOG S: -5.54
• Solubility (Water): 1.09e-03 g/l

DETAILS

DrugBank - DB03647

Drug information: experimental