IMPPAT Phytochemical information: 
Pyrazine, 1,4-dioxide

Pyrazine, 1,4-dioxide
Summary

SMILES: [O-]N1C=C[N+](=O)C=C1
InChI: InChI=1S/C4H4N2O2/c7-5-1-2-6(8)4-3-5/h1-4H
InChIKey: SXTKIFFXFIDYJF-UHFFFAOYSA-N
DeepSMILES: [O-]NC=C[N+]=O)C=C6
Scaffold Graph/Node/Bond level: O=[n+]1cc[nH]cc1
Scaffold Graph/Node level: ON1CCNCC1
Scaffold Graph level: CC1CCCCC1
Functional groups: cn([O-])c; c[n+](=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organic oxoazanium compounds
Synonymous chemical names:
pyrazine,1,4-dioxide
External chemical identifiers:
CID:CID_520103; ZINC:ZINC000002169167; SureChEMBL:SCHEMBL2700184
Chemical structure download


Pyrazine, 1,4-dioxide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 112.09
Log P RDKit -0.25
Topological polar surface area (Å2) RDKit 50.96
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 4
Number of heavy atoms RDKit 8
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 4
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Pyrazine, 1,4-dioxide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.43


Pyrazine, 1,4-dioxide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes