IMPPAT Phytochemical information: 
2,3-Naphthalenedione, 1,4-dihydro-1,1,4,4-tetramethyl-
2,3-Naphthalenedione, 1,4-dihydro-1,1,4,4-tetramethyl-
Summary

SMILES: O=C1C(=O)C(C)(C)c2c(C1(C)C)cccc2
InChI: InChI=1S/C14H16O2/c1-13(2)9-7-5-6-8-10(9)14(3,4)12(16)11(13)15/h5-8H,1-4H3
InChIKey: MJHPJDOKQOLLMJ-UHFFFAOYSA-N
DeepSMILES: O=CC=O)CC)C)ccC6C)C))cccc6
Scaffold Graph/Node/Bond level: O=C1Cc2ccccc2CC1=O
Scaffold Graph/Node level: OC1CC2CCCCC2CC1O
Scaffold Graph level: CC1CC2CCCCC2CC1C
Functional groups: CC(=O)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Tetralins
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Cyclic polyketides|Diterpenoids
NP Classifier Class: Podocarpane diterpenoids|Simple cyclic polyketides
Synonymous chemical names:
(1,1,4,4-tetramethyl-2,3-tetralindione)
External chemical identifiers:
CID:CID_589501; SureChEMBL:SCHEMBL10758620
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,3-Naphthalenedione, 1,4-dihydro-1,1,4,4-tetramethyl-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 216.28
Log P RDKit 2.39
Topological polar surface area (Å2) RDKit 34.14
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
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 8
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.43
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 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2
2,3-Naphthalenedione, 1,4-dihydro-1,1,4,4-tetramethyl-
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.62
2,3-Naphthalenedione, 1,4-dihydro-1,1,4,4-tetramethyl-
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.69
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No