4-{2-[4-oxo-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetamido}benzoic acid

• ChemBase ID: 238884
• Molecular Formular: C16H17N3O4S
• Molecular Mass: 347.38888
• Monoisotopic Mass: 347.09397704
• SMILES: N1=C(SC(C1=O)CC(=O)Nc1ccc(C(=O)O)cc1)N1CCCC1
• Canonical SMILES: O=C(Nc1ccc(cc1)C(=O)O)CC1SC(=NC1=O)N1CCCC1
• InChI: InChI=1S/C16H17N3O4S/c20-13(17-11-5-3-10(4-6-11)15(22)23)9-12-14(21)18-16(24-12)19-7-1-2-8-19/h3-6,12H,1-2,7-9H2,(H,17,20)(H,22,23)
• InChIKey: VMBCOSBUPKWBJQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[4-oxo-2-(pyrrolidin-1-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetamido}benzoic acid
• IUPAC Traditional name: 4-{2-[4-oxo-2-(pyrrolidin-1-yl)-5H-1,3-thiazol-5-yl]acetamido}benzoic acid
• Synonyms: 4-{[(4-oxo-2-pyrrolidin-1-yl-4,5-dihydro-1,3-thiazol-5-yl)acetyl]amino}benzoic acid

Database IDs

• MDL Number: MFCD06655183
• PubChem SID: 164294794
• PubChem CID: 5009751

CALCULATED PROPERTIES

• Acid pKa: 3.0173302
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -2.4240654
• LogD (pH = 7.4): -4.8740215
• Log P: 1.3041806
• Molar Refractivity: 91.1919 cm^3
• Polarizability: 34.077698 Å^3
• Polar Surface Area: 99.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180 - 183°C
• Hydrophobicity(logP): 1.84

Product Information

• Purity: 95%