Metabolite Dapsone GSH conjugate

Name

Dapsone GSH conjugate

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

Not Available

CAS number

Not Available

Weight

Average: 601.673
Monoisotopic: 601.097089557

Chemical Formula

C₂₂H₂₇N₅O₉S₃

InChI Key

IHKJTFLXUFDQKZ-OZTHWQDPSA-N

InChI

InChI=1S/C22H27N5O9S3/c23-13-1-5-15(6-2-13)39(35,36)16-7-3-14(4-8-16)27-38(34)37-12-18(21(31)25-11-20(29)30)26-19(28)10-9-17(24)22(32)33/h1-8,17-18,27H,9-12,23-24H2,(H,25,31)(H,26,28)(H,29,30)(H,32,33)/t17-,18-,38?/m0/s1

IUPAC Name

(2S)-2-amino-4-{[(1R)-2-[({[4-(4-aminobenzenesulfonyl)phenyl]amino}sulfinyl)sulfanyl]-1-[(carboxymethyl)carbamoyl]ethyl]carbamoyl}butanoic acid

SMILES

N[C@@H](CCC(=O)N[C@@H](CSS(=O)NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(N)C=C1)C(=O)NCC(O)=O)C(O)=O

Reactions

Dapsone

dapsone hydroxylamine
- dapsone hydroxylamine
  
  Nitroso-dapsone
  - Nitroso-dapsone
    
    Dapsone mercaptal intermediate
    - Dapsone mercaptal intermediate
      
      Dapsone GSH conjugate

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a4m-4131390000-10967ab53f5de2649ebe
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0pc0-0042393000-ceac1f2865779d6effac
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0002-0090000000-6787f1c97180c658725e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ab9-0102910000-87e518629578312d56c6
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-01ot-0490000000-c2dd404b11897c5c124f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-054o-2970000000-7519b06917a81900d088
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03dm-6974530000-28c635cfc174f6cf4c90

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	228.07513	predicted	DeepCCS 1.0 (2019)
[M+H]+	230.00554	predicted	DeepCCS 1.0 (2019)
[M+Na]+	235.91837	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.547 mg/mL	ALOGPS
logP	-0.75	ALOGPS
logP	-4.5	Chemaxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	1.44	Chemaxon
pKa (Strongest Basic)	9.31	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	12	Chemaxon
Hydrogen Donor Count	7	Chemaxon
Polar Surface Area	248.08 Å²	Chemaxon
Rotatable Bond Count	14	Chemaxon
Refractivity	142.53 m³·mol^-1	Chemaxon
Polarizability	57.58 Å³	Chemaxon
Number of Rings	2	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Dapsone GSH conjugate

Structure for Dapsone GSH conjugate

Collision Cross Sections (CCS)