(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid

• ChemBase ID: 4841
• Molecular Formular: C29H24N2O4
• Molecular Mass: 464.51186
• Monoisotopic Mass: 464.17360726
• SMILES: [C@H]1([C@]2(C1)C(=O)N[C@@H](C2)c1ccc(cc1)OCc1cc(nc2c1cccc2)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1C[C@]21C[C@H](NC2=O)c1ccc(cc1)OCc1cc(nc2c1cccc2)c1ccccc1
• InChI: InChI=1S/C29H24N2O4/c32-27(33)23-15-29(23)16-26(31-28(29)34)19-10-12-21(13-11-19)35-17-20-14-25(18-6-2-1-3-7-18)30-24-9-5-4-8-22(20)24/h1-14,23,26H,15-17H2,(H,31,34)(H,32,33)/t23-,26+,29-/m1/s1
• InChIKey: BFZXMIUWGSTUAL-ZSOKXDGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
• IUPAC Traditional name: (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
• Synonyms: (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid

Database IDs

• PubChem SID: 160968273; 99443660
• PubChem CID: 25049750

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.088758
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.1982906
• LogD (pH = 7.4): 1.6011132
• Log P: 4.301587
• Molar Refractivity: 129.8152 cm^3
• Polarizability: 53.176815 Å^3
• Polar Surface Area: 88.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.59
• LOG S: -5.96
• Solubility (Water): 5.13e-04 g/l

DETAILS

DrugBank - DB07189

Drug information: experimental