6-(4-{1-[4-(benzyloxy)cyclohexyl]-1H-1,2,3,4-tetrazol-5-yl}butoxy)-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase ID: 167659
• Molecular Formular: C27H33N5O3
• Molecular Mass: 475.58262
• Monoisotopic Mass: 475.25833994
• SMILES: c1cc(cc2c1NC(=O)CC2)OCCCCc1nnnn1C1CC[C@@H](CC1)OCc1ccccc1
• Canonical SMILES: O=C1CCc2c(N1)ccc(c2)OCCCCc1nnnn1C1CC[C@H](CC1)OCc1ccccc1
• InChI: InChI=1S/C27H33N5O3/c33-27-16-9-21-18-24(14-15-25(21)28-27)34-17-5-4-8-26-29-30-31-32(26)22-10-12-23(13-11-22)35-19-20-6-2-1-3-7-20/h1-3,6-7,14-15,18,22-23H,4-5,8-13,16-17,19H2,(H,28,33)/t22?,23-
• InChIKey: XRUPHZGOQSSEMF-SAWYFRRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(4-{1-[4-(benzyloxy)cyclohexyl]-1H-1,2,3,4-tetrazol-5-yl}butoxy)-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC Traditional name: 6-(4-{1-[4-(benzyloxy)cyclohexyl]-1,2,3,4-tetrazol-5-yl}butoxy)-3,4-dihydro-1H-quinolin-2-one
• Synonyms: 6-{4-[1-(trans-4-Benzyloxycyclohexyl)-1H-5-tetrazolyl]butoxy}-2-oxo-1,2,3,4-tetrahydroquinoline; trans-3,4-Dihydro-6-[4-[1-[4-(phenylmethoxy)cyclohexyl]-1H-tetrazol-5-yl]butoxy]-2(1H)-quinolinone

Database IDs

• CAS Number: 87152-97-4
• PubChem SID: 162261792
• PubChem CID: 13280858

CALCULATED PROPERTIES

• Acid pKa: 14.416321
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.286447
• LogD (pH = 7.4): 4.286447
• Log P: 4.286447
• Molar Refractivity: 148.1682 cm^3
• Polarizability: 51.30898 Å^3
• Polar Surface Area: 91.16 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - D449250

2-Oxoquinoline derivative as blood platelet aggregation inhibitors. Intermediate of OPC-13013, a metabolite of Cilostazol.

REFERENCES

• Nishi, T., et al.: Chem. Pharm. Bull., 33, 1140 (1985)