7-chloro-3-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)(1,1,1-2H3)butan-2-yl]-3,4-dihydroquinazolin-4-one

• ChemBase ID: 159622
• Molecular Formular: C20H16ClF2N5O2
• Molecular Mass: 431.8231464
• Monoisotopic Mass: 431.0960589
• SMILES: c1(ccc2c(c1)ncn(c2=O)[C@H]([C@@](c1ccc(cc1F)F)(Cn1cncn1)O)C)Cl
• Canonical SMILES: Fc1ccc(c(c1)F)[C@]([C@@H](n1cnc2c(c1=O)ccc(c2)Cl)C)(Cn1ncnc1)O
• InChI: InChI=1S/C20H16ClF2N5O2/c1-12(28-11-25-18-6-13(21)2-4-15(18)19(28)29)20(30,8-27-10-24-9-26-27)16-5-3-14(22)7-17(16)23/h2-7,9-12,30H,8H2,1H3/t12-,20+/m0/s1
• InChIKey: UHIXWHUVLCAJQL-FKIZINRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-3-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)(1,1,1-^2H₃)butan-2-yl]-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 7-chloro-3-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)(1,1,1-^2H₃)butan-2-yl]quinazolin-4-one
• Synonyms: 7-Chloro-3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-(methyl-d3)-3-(1H-1,2,4-triazol-1-yl)propyl]-4(3H)-quinazolinone; UR 9825-d3; Albaconazole-d3

Database IDs

• PubChem SID: 162253757
• PubChem CID: 71313064

CALCULATED PROPERTIES

• Acid pKa: 12.597779
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.8151019
• LogD (pH = 7.4): 2.815403
• Log P: 2.8154097
• Molar Refractivity: 120.0837 cm^3
• Polarizability: 39.48084 Å^3
• Polar Surface Area: 83.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Light Pink Solid
• Melting Point: 117-122°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A511452

A labelled antifungal agent as neuroprotectant.

REFERENCES

• Pujol, I., et al.: J. Antimicrob. Chemother., 39, 163 (1997)
• Gilgado, F., et al.: J. Clin. Microbiol., 43, 4930 (1997)
• Raad, I., et al.: Clin. Infect. Dis., 42, 1398 (1997)
• Nucci, M., et al.: Clin. Microbiol. Rev., 20, 695 (1997)