Metabolite O-desmethyl Apremilast

Name
O-desmethyl Apremilast
Description
Not Available
Structure
Similar Structures
Synonyms
Not Available
UNII
0SUF2IX83T
CAS number
Not Available
Weight
Average: 446.47
Monoisotopic: 446.11477223
Chemical Formula
C21H22N2O7S
InChI Key
PEUJABWEZWJNBO-MRXNPFEDSA-N
InChI
InChI=1S/C21H22N2O7S/c1-4-30-18-10-13(8-9-17(18)25)16(11-31(3,28)29)23-20(26)14-6-5-7-15(22-12(2)24)19(14)21(23)27/h5-10,16,25H,4,11H2,1-3H3,(H,22,24)/t16-/m1/s1
IUPAC Name
N-{2-[(1S)-1-(3-ethoxy-4-hydroxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}ethanimidic acid
SMILES
[H][C@](CS(C)(=O)=O)(N1C(=O)C2=C(C1=O)C(=CC=C2)N=C(C)O)C1=CC(OCC)=C(O)C=C1
Reactions
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0000900000-3bffb97a7b1bfa8e647e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0uka-0004900000-0ea7036c8bbd6a746e95
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fr2-0566900000-49e4fd1c3d3b9e84ca4e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kb-1008900000-d64028ec96ef9e8a285b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000j-4729500000-733bee968be82aee39a2
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0429200000-a60dd2948b126520e005
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-198.99403
predicted
DeepCCS 1.0 (2019)
[M+H]+201.38957
predicted
DeepCCS 1.0 (2019)
[M+Na]+207.30211
predicted
DeepCCS 1.0 (2019)
ChemSpider
52084024
Wikipedia
M3
Predicted Properties
PropertyValueSource
Water Solubility0.0949 mg/mLALOGPS
logP2.03ALOGPS
logP1.24Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)4.83Chemaxon
pKa (Strongest Basic)-0.25Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area133.57 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity115.37 m3·mol-1Chemaxon
Polarizability44.76 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon