4-(5-{[(5Z)-2-imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl}furan-2-yl)benzoic acid

• ChemBase ID: 5183
• Molecular Formular: C15H10N2O4S
• Molecular Mass: 314.3159
• Monoisotopic Mass: 314.03612781
• SMILES: O=C(O)c1ccc(cc1)c1oc(cc1)/C=C/1\SC(=N)NC1=O
• Canonical SMILES: N=C1NC(=O)/C(=C/c2ccc(o2)c2ccc(cc2)C(=O)O)/S1
• InChI: InChI=1S/C15H10N2O4S/c16-15-17-13(18)12(22-15)7-10-5-6-11(21-10)8-1-3-9(4-2-8)14(19)20/h1-7H,(H,19,20)(H2,16,17,18)/b12-7-
• InChIKey: JLRKRQCTYQGDKJ-GHXNOFRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(5-{[(5Z)-2-imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl}furan-2-yl)benzoic acid
• IUPAC Traditional name: 4-(5-{[(5Z)-2-imino-4-oxo-1,3-thiazolidin-5-ylidene]methyl}furan-2-yl)benzoic acid
• Synonyms: 4-{5-[(Z)-(2-IMINO-4-OXO-1,3-THIAZOLIDIN-5-YLIDENE)METHYL]FURAN-2-YL}BENZOIC ACID

Database IDs

• PubChem SID: 99444010; 160968613
• PubChem CID: 5951796

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9029155
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.5432335
• LogD (pH = 7.4): -1.065358
• Log P: 2.1476765
• Molar Refractivity: 93.3538 cm^3
• Polarizability: 31.987598 Å^3
• Polar Surface Area: 103.39 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.27
• LOG S: -3.59
• Solubility (Water): 8.08e-02 g/l

DETAILS

DrugBank - DB07539

Drug information: experimental