(3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl 4-hydroxybenzoate

• ChemBase ID: 2339
• Molecular Formular: C20H22N2O5
• Molecular Mass: 370.39908
• Monoisotopic Mass: 370.15287181
• SMILES: Oc1ccc(cc1)C(=O)N[C@H]1[C@@H](CCCNC1)OC(=O)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)C(=O)N[C@@H]1CNCCC[C@H]1OC(=O)c1ccc(cc1)O
• InChI: InChI=1S/C20H22N2O5/c23-15-7-3-13(4-8-15)19(25)22-17-12-21-11-1-2-18(17)27-20(26)14-5-9-16(24)10-6-14/h3-10,17-18,21,23-24H,1-2,11-12H2,(H,22,25)/t17-,18-/m1/s1
• InChIKey: FZJQHARRQUNVGZ-QZTJIDSGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl 4-hydroxybenzoate
• IUPAC Traditional name: (3R,4R)-3-(4-hydroxybenzamido)azepan-4-yl 4-hydroxybenzoate
• Synonyms: Balanol Analog 1

Database IDs

• PubChem SID: 160965790; 46504542
• PubChem CID: 448326

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.166765
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.6867689
• LogD (pH = 7.4): 0.6205542
• Log P: 1.025854
• Molar Refractivity: 99.715 cm^3
• Polarizability: 38.413227 Å^3
• Polar Surface Area: 107.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.37
• LOG S: -3.55
• Solubility (Water): 1.04e-01 g/l

DETAILS

DrugBank - DB02611

Drug information: experimental