13-chloro-14,16-dihydroxy-3,4,7,8,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,11-dione

• ChemBase ID: 5968
• Molecular Formular: C17H19ClO5
• Molecular Mass: 338.78276
• Monoisotopic Mass: 338.09210139
• SMILES: C1(=O)c2c(cc(c(c2CC(=O)CCCC/C=C/CCO1)Cl)O)O
• Canonical SMILES: O=C1CCCC/C=C/CCOC(=O)c2c(C1)c(Cl)c(cc2O)O
• InChI: InChI=1S/C17H19ClO5/c18-16-12-9-11(19)7-5-3-1-2-4-6-8-23-17(22)15(12)13(20)10-14(16)21/h2,4,10,20-21H,1,3,5-9H2/b4-2+
• InChIKey: YUZYDHRGGDTZLG-DUXPYHPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-14,16-dihydroxy-3,4,7,8,9,10,11,12-octahydro-1H-2-benzoxacyclotetradecine-1,11-dione
• IUPAC Traditional name: 13-chloro-14,16-dihydroxy-4,7,8,9,10,12-hexahydro-3H-2-benzoxacyclotetradecine-1,11-dione
• Synonyms: (5Z)-13-CHLORO-14,16-DIHYDROXY-3,4,7,8,9,10-HEXAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,11(12H)-DIONE

Database IDs

• PubChem SID: 99444817; 160969393
• PubChem CID: 24916788

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0258923
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.466294
• LogD (pH = 7.4): 3.9592466
• Log P: 4.4789352
• Molar Refractivity: 88.7255 cm^3
• Polarizability: 33.58575 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.79
• LOG S: -3.37
• Solubility (Water): 1.44e-01 g/l

DETAILS

DrugBank - DB08346

Drug information: experimental