3-[(5Z)-5-{[5-(4-chlorophenyl)furan-2-yl]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid

• ChemBase ID: 5804
• Molecular Formular: C17H12ClNO4S2
• Molecular Mass: 393.86448
• Monoisotopic Mass: 392.98962755
• SMILES: c1cc(Cl)ccc1c1oc(cc1)/C=C\1/C(=O)N(C(=S)S1)CCC(=O)O
• Canonical SMILES: OC(=O)CCN1C(=S)S/C(=C\c2ccc(o2)c2ccc(cc2)Cl)/C1=O
• InChI: InChI=1S/C17H12ClNO4S2/c18-11-3-1-10(2-4-11)13-6-5-12(23-13)9-14-16(22)19(17(24)25-14)8-7-15(20)21/h1-6,9H,7-8H2,(H,20,21)/b14-9-
• InChIKey: YZLFZFALAZYTCI-ZROIWOOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(5Z)-5-{[5-(4-chlorophenyl)furan-2-yl]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
• IUPAC Traditional name: 3-[(5Z)-5-{[5-(4-chlorophenyl)furan-2-yl]methylidene}-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
• Synonyms: (E)-3-(5((5-(4-CHLOROPHENYL)FURAN-2-YL)METHYLENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PROPANOIC ACID

Database IDs

• PubChem SID: 99444648; 160969231
• PubChem CID: 1286537

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.403834
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7819717
• LogD (pH = 7.4): 1.0249746
• Log P: 3.9100184
• Molar Refractivity: 102.102 cm^3
• Polarizability: 40.277992 Å^3
• Polar Surface Area: 70.75 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.78
• LOG S: -4.49
• Solubility (Water): 1.26e-02 g/l

DETAILS

DrugBank - DB08177

Drug information: experimental