Metabolite Ketoconazole ketone intermediate

Name

Ketoconazole ketone intermediate

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 547.43
Monoisotopic: 546.1436754

Chemical Formula

C₂₆H₂₈Cl₂N₄O₅

InChI Key

WRXYXASCDATMCG-UHFFFAOYSA-N

InChI

InChI=1S/C26H28Cl2N4O5/c1-18(33)30-8-10-31(11-9-30)20-3-5-21(6-4-20)35-14-22-15-36-26(37-22,16-32-17-29-13-25(32)34)23-7-2-19(27)12-24(23)28/h2-7,12,17,22H,8-11,13-16H2,1H3

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-imidazol-5-one

SMILES

CC(=O)N1CCN(CC1)C1=CC=C(OCC2COC(CN3C=NCC3=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	splash10-0002-0000090000-da63009764bf951b2ffa
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-0000190000-e6384830a236b77a16ac
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-01ot-1010970000-9dc4db0c4a8b4bc84078
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0f8a-7020190000-f93560d2db2918418a13
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-044j-2221960000-ab839377089e4a13cbfd
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0100-3950120000-aa6af94f57efb6f2e91d

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	212.55194	predicted	DeepCCS 1.0 (2019)
[M+H]+	214.93523	predicted	DeepCCS 1.0 (2019)
[M+Na]+	221.5411	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
logP	3.18	Chemaxon
pKa (Strongest Acidic)	10.22	Chemaxon
pKa (Strongest Basic)	4.19	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	7	Chemaxon
Hydrogen Donor Count	0	Chemaxon
Polar Surface Area	83.91 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	138.99 m³·mol^-1	Chemaxon
Polarizability	55.52 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 Ketoconazole ketone intermediate

Structure for Ketoconazole ketone intermediate

Collision Cross Sections (CCS)