IMPPAT Phytochemical information: 
6-Aminobenzo[g]quinoxaline-5,10-dione
6-Aminobenzo[g]quinoxaline-5,10-dione
Summary

SMILES: Nc1cccc2c1C(=O)c1nccnc1C2=O
InChI: InChI=1S/C12H7N3O2/c13-7-3-1-2-6-8(7)12(17)10-9(11(6)16)14-4-5-15-10/h1-5H,13H2
InChIKey: KNIQIOWAIMJMLY-UHFFFAOYSA-N
DeepSMILES: Ncccccc6C=O)cnccnc6C%10=O
Scaffold Graph/Node/Bond level: O=C1c2ccccc2C(=O)c2nccnc21
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2NCCNC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CCCCC12
Functional groups: cN; cC(=O)c; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
6-aminobenzo(g) quinoxaline-5,10-dione
External chemical identifiers:
CID:CID_338713; SureChEMBL:SCHEMBL11402335
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6-Aminobenzo[g]quinoxaline-5,10-dione
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 225.21
Log P RDKit 0.83
Topological polar surface area (Å2) RDKit 85.94
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 3
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 12
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
6-Aminobenzo[g]quinoxaline-5,10-dione
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 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.57
6-Aminobenzo[g]quinoxaline-5,10-dione
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.78
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No