12-chloro-13,15-dihydroxy-1,3,4,7,8,9,10,11-octahydro-2-benzoxacyclotridecine-1,10-dione

• ChemBase ID: 5917
• Molecular Formular: C16H17ClO5
• Molecular Mass: 324.75618
• Monoisotopic Mass: 324.07645132
• SMILES: C1(=O)OCC/C=C/CCCC(=O)Cc2c1c(cc(c2Cl)O)O
• Canonical SMILES: O=C1CCC/C=C/CCOC(=O)c2c(C1)c(Cl)c(cc2O)O
• InChI: InChI=1S/C16H17ClO5/c17-15-11-8-10(18)6-4-2-1-3-5-7-22-16(21)14(11)12(19)9-13(15)20/h1,3,9,19-20H,2,4-8H2/b3-1+
• InChIKey: AQKZYZQONWDDLS-HNQUOIGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 12-chloro-13,15-dihydroxy-1,3,4,7,8,9,10,11-octahydro-2-benzoxacyclotridecine-1,10-dione
• IUPAC Traditional name: 12-chloro-13,15-dihydroxy-3,4,7,8,9,11-hexahydro-2-benzoxacyclotridecine-1,10-dione
• Synonyms: (5E)-12-CHLORO-13,15-DIHYDROXY-4,7,8,9-TETRAHYDRO-2-BENZOXACYCLOTRIDECINE-1,10(3H,11H)-DIONE

Database IDs

• PubChem SID: 99444764; 160969342
• PubChem CID: 11963552

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0258923
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.021725
• LogD (pH = 7.4): 3.5146778
• Log P: 4.0343666
• Molar Refractivity: 84.1245 cm^3
• Polarizability: 31.756529 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.33
• LOG S: -3.42
• Solubility (Water): 1.22e-01 g/l

DETAILS

DrugBank - DB08293

Drug information: experimental