Metabolite M2 (Ketoconazole)

Name

M2 (Ketoconazole)

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 565.45
Monoisotopic: 564.1542401

Chemical Formula

C₂₆H₃₀Cl₂N₄O₆

InChI Key

XRVDJJPAVOFCOR-UHFFFAOYSA-N

InChI

InChI=1S/C26H30Cl2N4O6/c1-18(34)31-8-10-32(11-9-31)20-3-5-21(6-4-20)36-14-22-15-37-26(38-22,16-30-25(35)13-29-17-33)23-7-2-19(27)12-24(23)28/h2-7,12,17,22H,8-11,13-16H2,1H3,(H,29,33)(H,30,35)

IUPAC Name

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

SMILES

CC(=O)N1CCN(CC1)C1=CC=C(OCC2COC(CNC(=O)CNC=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	splash10-014i-0000190000-c6ca465efa59a781f431
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03fr-1010590000-75b9b1b1472d9c9f4f14
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00di-2000390000-de29daa2f65111fe6f9b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-052f-9020720000-da94b96769094e49f349
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-05n0-1220790000-fa2265648ed7be195e35
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00c3-6941310000-4d1c3079a82085c71aa7

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	215.62743	predicted	DeepCCS 1.0 (2019)
[M+H]+	217.99242	predicted	DeepCCS 1.0 (2019)
[M+Na]+	224.90236	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
logP	2.15	Chemaxon
pKa (Strongest Acidic)	12.07	Chemaxon
pKa (Strongest Basic)	3.96	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	7	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	109.44 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	141.83 m³·mol^-1	Chemaxon
Polarizability	57.62 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 M2 (Ketoconazole)

Structure for M2 (Ketoconazole)

Collision Cross Sections (CCS)