3,4-dihydroxy-N'-[(1E)-(2-methoxynaphthalen-1-yl)methylidene]benzohydrazide

• ChemBase ID: 5662
• Molecular Formular: C19H16N2O4
• Molecular Mass: 336.34134
• Monoisotopic Mass: 336.111007
• SMILES: N(=C\c1c(OC)ccc2ccccc12)/NC(=O)c1cc(c(cc1)O)O
• Canonical SMILES: COc1ccc2c(c1/C=N/NC(=O)c1ccc(c(c1)O)O)cccc2
• InChI: InChI=1S/C19H16N2O4/c1-25-18-9-7-12-4-2-3-5-14(12)15(18)11-20-21-19(24)13-6-8-16(22)17(23)10-13/h2-11,22-23H,1H3,(H,21,24)/b20-11+
• InChIKey: TVOPERZEGKBKAY-RGVLZGJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4-dihydroxy-N'-[(1E)-(2-methoxynaphthalen-1-yl)methylidene]benzohydrazide
• IUPAC Traditional name: 3,4-dihydroxy-N'-[(1E)-(2-methoxynaphthalen-1-yl)methylidene]benzohydrazide
• Synonyms: (E)-3,4-DIHYDROXY-N'-[(2-METHOXYNAPHTHALEN-1-YL)METHYLENE]BENZOHYDRAZIDE

Database IDs

• PubChem SID: 160969089; 99444505
• PubChem CID: 9562794

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.332815
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.1871665
• LogD (pH = 7.4): 3.1402767
• Log P: 3.1878097
• Molar Refractivity: 95.1107 cm^3
• Polarizability: 36.53747 Å^3
• Polar Surface Area: 91.15 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.96
• LOG S: -4.39
• Solubility (Water): 1.36e-02 g/l

DETAILS

DrugBank - DB08034

Drug information: experimental