(5Z)-3-(4-chlorophenyl)-4-hydroxy-5-(naphthalen-1-ylmethylidene)-2,5-dihydrofuran-2-one

• ChemBase ID: 4947
• Molecular Formular: C21H13ClO3
• Molecular Mass: 348.77912
• Monoisotopic Mass: 348.05532196
• SMILES: c1ccc2c(c1)cccc2/C=C\1/C(=C(C(=O)O1)c1ccc(cc1)Cl)O
• Canonical SMILES: Clc1ccc(cc1)C1=C(O)/C(=C/c2cccc3c2cccc3)/OC1=O
• InChI: InChI=1S/C21H13ClO3/c22-16-10-8-14(9-11-16)19-20(23)18(25-21(19)24)12-15-6-3-5-13-4-1-2-7-17(13)15/h1-12,23H/b18-12-
• InChIKey: PLGHLEBIWUQEPR-PDGQHHTCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5Z)-3-(4-chlorophenyl)-4-hydroxy-5-(naphthalen-1-ylmethylidene)-2,5-dihydrofuran-2-one
• IUPAC Traditional name: (5Z)-3-(4-chlorophenyl)-4-hydroxy-5-(naphthalen-1-ylmethylidene)furan-2-one
• Synonyms: (5Z)-3-(4-CHLOROPHENYL)-4-HYDROXY-5-(1-NAPHTHYLMETHYLENE)FURAN-2(5H)-ONE

Database IDs

• PubChem SID: 99443767; 160968379
• PubChem CID: 54682555; 16214806

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.7617526
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.9275875
• LogD (pH = 7.4): 4.223123
• Log P: 4.9507227
• Molar Refractivity: 99.378 cm^3
• Polarizability: 38.814705 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.23
• LOG S: -6.0
• Solubility (Water): 3.48e-04 g/l

DETAILS

DrugBank - DB07296

Drug information: experimental