Metabolite M5' (Ketoconazole)

Name

M5' (Ketoconazole)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 561.42
Monoisotopic: 560.12294

Chemical Formula

C₂₆H₂₆Cl₂N₄O₆

InChI Key

FKEBZJHVQHEIMB-UHFFFAOYSA-N

InChI

InChI=1S/C26H26Cl2N4O6/c1-17(33)30-8-10-31(11-9-30)19-3-5-20(6-4-19)36-13-21-14-37-26(38-21,15-32-16-29-24(34)25(32)35)22-7-2-18(27)12-23(22)28/h2-7,12,16,21H,8-11,13-15H2,1H3

IUPAC Name

1-[(4-{[4-(4-acetylpiperazin-1-yl)phenoxy]methyl}-2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl)methyl]-4,5-dihydro-1H-imidazole-4,5-dione

SMILES

CC(=O)N1CCN(CC1)C1=CC=C(OCC2COC(CN3C=NC(=O)C3=O)(O2)C2=CC=C(Cl)C=C2Cl)C=C1

Reactions

Ketoconazole

Ketoconazole epoxide intermediate
- Ketoconazole epoxide intermediate
  
  Ketoconazole ketone intermediate
  - Ketoconazole ketone intermediate
    
    Ketoconazole ketone hydroxyl intermediate
    - Ketoconazole ketone hydroxyl intermediate
      
      M2 (Ketoconazole)
    - Ketoconazole ketone hydroxyl intermediate
      
      M5 (Ketoconazole)
- Ketoconazole epoxide intermediate
  
  Ketoconazole dihydroxyl intermediate
  - Ketoconazole dihydroxyl intermediate
    
    M5' (Ketoconazole)
  - Ketoconazole dihydroxyl intermediate
    
    M3 (Ketoconazole)
    - M3 (Ketoconazole)
      
      M4 (Ketoconazole)

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0000090000-37fdd3c017194fbbebb9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05o0-0000190000-5a013b0c4dff85627b6f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0100980000-dfb86831b5815de92640
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05o0-7030290000-06950738413d6be84365
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-06ur-0220940000-268c340a9d5c81933270
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00gi-3930220000-e9952b8a02f0dbae6ae5

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	212.5469	predicted	DeepCCS 1.0 (2019)
[M+H]+	214.94246	predicted	DeepCCS 1.0 (2019)
[M+Na]+	222.07584	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
logP	2.98	Chemaxon
pKa (Strongest Basic)	3.96	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	8	Chemaxon
Hydrogen Donor Count	0	Chemaxon
Polar Surface Area	100.98 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	139.17 m³·mol^-1	Chemaxon
Polarizability	56.07 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite M5' (Ketoconazole)

Structure for M5' (Ketoconazole)

Collision Cross Sections (CCS)