IMPPAT Phytochemical information: 
8-(3',4'-Dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone

8-(3',4'-Dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone
Summary

SMILES: COC1=CC(=O)c2c(C1=O)c(ccc2)c1ccc(c(c1)OC)OC
InChI: InChI=1S/C19H16O5/c1-22-15-8-7-11(9-16(15)23-2)12-5-4-6-13-14(20)10-17(24-3)19(21)18(12)13/h4-10H,1-3H3
InChIKey: DBMKQPDXXBFDAV-UHFFFAOYSA-N
DeepSMILES: COC=CC=O)ccC6=O))cccc6)))cccccc6)OC)))OC
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)c2c1cccc2-c1ccccc1
Scaffold Graph/Node level: OC1CCC(O)C2C1CCCC2C1CCCCC1
Scaffold Graph level: CC1CCC(C)C2C1CCCC2C1CCCCC1
Functional groups: COC1=CC(=O)ccC1=O; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
ClassyFire Subclass: Naphthoquinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
8-(3', 4'-dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone
External chemical identifiers:
CID:CID_23259462; ZINC:ZINC000014589503
Chemical structure download


8-(3',4'-Dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.33
Log P RDKit 3.28
Topological polar surface area (Å2) RDKit 61.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 5
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 16
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.16
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
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


8-(3',4'-Dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.863496


8-(3',4'-Dimethoxyphenyl)-2-methoxynaphtho-1,4-quinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
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 -6.01
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No