Metabolite M3 (Ketoconazole)

Name

M3 (Ketoconazole)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 507.41
Monoisotopic: 506.1487608

Chemical Formula

C₂₄H₂₈Cl₂N₄O₄

InChI Key

OVPCMWMYAJWPJT-UHFFFAOYSA-N

InChI

InChI=1S/C24H28Cl2N4O4/c1-17(31)29-8-10-30(11-9-29)19-3-5-20(6-4-19)32-13-21-14-33-24(34-21,15-28-16-27)22-7-2-18(25)12-23(22)26/h2-7,12,16,21H,8-11,13-15H2,1H3,(H2,27,28)

IUPAC Name

N-[(4-{[4-(4-acetylpiperazin-1-yl)phenoxy]methyl}-2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl)methyl]methanimidamide

SMILES

CC(=O)N1CCN(CC1)C1=CC=C(OCC2COC(CNC=N)(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	splash10-0a4i-0000390000-7af80792c6f3ab4d9a85
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0020890000-9dda24ebf5212909fb16
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0bt9-0010920000-9af1a7a8666192143715
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0006-9000310000-4c53438e23cc67eb816b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-072a-0112900000-9b9f2a615d69549a0991
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00fr-3950500000-3f1a933fced5b296967c

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	207.58134	predicted	DeepCCS 1.0 (2019)
[M+H]+	209.93933	predicted	DeepCCS 1.0 (2019)
[M+Na]+	216.03249	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
logP	3.38	Chemaxon
pKa (Strongest Basic)	10.59	Chemaxon
Physiological Charge	1	Chemaxon
Hydrogen Acceptor Count	7	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	87.12 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	141.5 m³·mol^-1	Chemaxon
Polarizability	52.98 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite M3 (Ketoconazole)

Structure for M3 (Ketoconazole)

Collision Cross Sections (CCS)