2-[2,6-dihydroxy-4-({[(3S,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid

• ChemBase ID: 3720
• Molecular Formular: C28H26N2O10
• Molecular Mass: 550.51344
• Monoisotopic Mass: 550.15874504
• SMILES: OC(=O)c1cccc(O)c1C(=O)c1c(O)cc(cc1O)C(=O)O[C@@H]1CCCNC[C@@H]1NC(=O)c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)C(=O)N[C@H]1CNCCC[C@H]1OC(=O)c1cc(O)c(c(c1)O)C(=O)c1c(O)cccc1C(=O)O
• InChI: InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22+/m0/s1
• InChIKey: XYUFCXJZFZPEJD-PGRDOPGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2,6-dihydroxy-4-({[(3S,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid
• IUPAC Traditional name: 2-[2,6-dihydroxy-4-({[(3S,4R)-3-(4-hydroxybenzamido)azepan-4-yl]oxy}carbonyl)benzoyl]-3-hydroxybenzoic acid
• Synonyms: Balanol

Database IDs

• PubChem SID: 46508378; 160967158
• PubChem CID: 44308490

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9757955
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): 2.3900511
• LogD (pH = 7.4): 2.091101
• Log P: 2.3908398
• Molar Refractivity: 141.5085 cm^3
• Polarizability: 53.72256 Å^3
• Polar Surface Area: 202.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 1.84
• LOG S: -4.55
• Solubility (Water): 1.57e-02 g/l

DETAILS

DrugBank - DB04098

Drug information: experimental