(5Z)-3-benzyl-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

• ChemBase ID: 5471
• Molecular Formular: C17H12N2O4S2
• Molecular Mass: 372.41818
• Monoisotopic Mass: 372.02384887
• SMILES: O=C1/C(=C/c2c(O)c([N+](=O)[O-])ccc2)/SC(=S)N1Cc1ccccc1
• Canonical SMILES: S=C1S/C(=C\c2cccc(c2O)[N+](=O)[O-])/C(=O)N1Cc1ccccc1
• InChI: InChI=1S/C17H12N2O4S2/c20-15-12(7-4-8-13(15)19(22)23)9-14-16(21)18(17(24)25-14)10-11-5-2-1-3-6-11/h1-9,20H,10H2/b14-9-
• InChIKey: ZTWBCEZQPRYIGY-ZROIWOOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z)-3-benzyl-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• IUPAC Traditional name: (5Z)-3-benzyl-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
• Synonyms: (Z)-3-BENZYL-5-(2-HYDROXY-3-NITROBENZYLIDENE)-2-THIOXOTHIAZOLIDIN-4-ONE

Database IDs

• PubChem SID: 99444309; 160968899
• PubChem CID: 5726921

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.0973506
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.227615
• LogD (pH = 7.4): 3.0786211
• Log P: 4.3243966
• Molar Refractivity: 103.0268 cm^3
• Polarizability: 38.454647 Å^3
• Polar Surface Area: 86.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.64
• LOG S: -5.09
• Solubility (Water): 3.03e-03 g/l

DETAILS

DrugBank - DB07838

Drug information: experimental