5-{3-[(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl]phenyl}-4-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid

• ChemBase ID: 5630
• Molecular Formular: C22H19NO8
• Molecular Mass: 425.38816
• Monoisotopic Mass: 425.11106657
• SMILES: c1c(cc(cc1)/C=C/COc1cccc(c1C(=O)OC)O)c1onc(c1CO)C(=O)O
• Canonical SMILES: COC(=O)c1c(OC/C=C/c2cccc(c2)c2onc(c2CO)C(=O)O)cccc1O
• InChI: InChI=1S/C22H19NO8/c1-29-22(28)18-16(25)8-3-9-17(18)30-10-4-6-13-5-2-7-14(11-13)20-15(12-24)19(21(26)27)23-31-20/h2-9,11,24-25H,10,12H2,1H3,(H,26,27)/b6-4+
• InChIKey: DQSRCEFDWMQCCV-GQCTYLIASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{3-[(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl]phenyl}-4-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid
• IUPAC Traditional name: 5-{3-[(1E)-3-[3-hydroxy-2-(methoxycarbonyl)phenoxy]prop-1-en-1-yl]phenyl}-4-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid
• Synonyms: 5-(3-{3-[3-HYDROXY-2-(METHOXYCARBONYL)PHENOXY]PROPENYL}PHENYL)-4-(HYDROXYMETHYL)ISOXAZOLE-3-CARBOXYLIC ACID

Database IDs

• PubChem SID: 99444472; 160969057
• PubChem CID: 449162

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8602898
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 2.0637164
• LogD (pH = 7.4): 0.4722913
• Log P: 3.7077303
• Molar Refractivity: 111.6144 cm^3
• Polarizability: 42.768703 Å^3
• Polar Surface Area: 139.32 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.65
• LOG S: -3.81
• Solubility (Water): 6.62e-02 g/l

DETAILS

DrugBank - DB08001

Drug information: experimental