IMPPAT Phytochemical information: 
9,10-Phenanthrenequinone
9,10-Phenanthrenequinone
Summary

SMILES: O=C1C(=O)c2ccccc2-c2c1cccc2
InChI: InChI=1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H
InChIKey: YYVYAPXYZVYDHN-UHFFFAOYSA-N
DeepSMILES: O=CC=O)cccccc6-cc%10cccc6
Scaffold Graph/Node/Bond level: O=C1C(=O)c2ccccc2-c2ccccc21
Scaffold Graph/Node level: OC1C(O)C2CCCCC2C2CCCCC12
Scaffold Graph level: CC1C(C)C2CCCCC2C2CCCCC12
Functional groups: cC(=O)C(=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Phenanthrenes and derivatives
ClassyFire Subclass: Phenanthraquinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
phenanthraquinone
External chemical identifiers:
CID:CID_6763; ChEMBL:CHEMBL51931; ChEBI:CHEBI:37454; ZINC:ZINC000001529614; FDASRS:42L7BZ8H74; SureChEMBL:SCHEMBL43050; MolPort-000-639-548
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
9,10-Phenanthrenequinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 208.22
Log P RDKit 2.73
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 14
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 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
9,10-Phenanthrenequinone
Drug-likeness
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 0.623633
9,10-Phenanthrenequinone
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 -5.78
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
9,10-Phenanthrenequinone
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000486ENSG00000159339PADI423569BindingDB
TAR_EXP_000818ENSG00000187258NPSR1387129ChEMBL
TAR_EXP_000545ENSG00000108479GALK12584ChEMBL
TAR_EXP_000556ENSG00000111640GAPDH2597ChEMBL
TAR_EXP_000614ENSG00000087460GNAS2778ChEMBL
TAR_EXP_000696ENSG00000120868APAF1317BindingDB, ChEMBL
TAR_EXP_000747ENSG00000138413IDH13417ChEMBL
TAR_EXP_001728ENSG00000176208ATAD579915ChEMBL
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_001151ENSG00000170734POLH5429ChEMBL
TAR_EXP_001171ENSG00000132170PPARG5468ChEMBL
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL
TAR_EXP_001301ENSG00000169398PTK25747BindingDB
TAR_EXP_001306ENSG00000196396PTPN15770BindingDB, ChEMBL, NPASS
TAR_EXP_001343ENSG00000114200BCHE590BindingDB, ChEMBL, NPASS
TAR_EXP_001828ENSG00000172831CES28824BindingDB, ChEMBL, NPASS
TAR_EXP_001139ENSG00000166851PLK15347BindingDB
TAR_EXP_001814ENSG00000125910S1PR48698ChEMBL
TAR_EXP_001465ENSG00000196154S100A46275ChEMBL
TAR_EXP_001468ENSG00000204842ATXN26311ChEMBL
TAR_EXP_001485ENSG00000197299BLM641ChEMBL
TAR_EXP_001599ENSG00000164362TERT7015BindingDB, ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398ChEMBL
TAR_EXP_001665ENSG00000111424VDR7421ChEMBL
TAR_EXP_001767ENSG00000132906CASP9842BindingDB
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL
TAR_EXP_000845ENSG00000166949SMAD34088ChEMBL
TAR_EXP_000003ENSG00000278570NR2E310002BindingDB
TAR_EXP_001135ENSG00000124181PLCG15335BindingDB, ChEMBL
TAR_EXP_000852ENSG00000069535MAOB4129ChEMBL
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_001920ENSG00000196498NCOR29612BindingDB, ChEMBL
TAR_EXP_000900ENSG00000214456PLIN5440503BindingDB, ChEMBL
TAR_EXP_000458ENSG00000168397ATG4B23192BindingDB, ChEMBL
TAR_EXP_001138ENSG00000166819PLIN15346BindingDB
TAR_EXP_000337ENSG00000170989S1PR11901ChEMBL
TAR_EXP_000119ENSG00000101751POLI11201ChEMBL
TAR_EXP_000065ENSG00000198848CES11066ChEMBL, NPASS
TAR_EXP_000053ENSG00000079337RAPGEF310411ChEMBL
TAR_EXP_001033ENSG00000011198ABHD551099ChEMBL
TAR_EXP_001076ENSG00000111802TDP251567BindingDB, ChEMBL
TAR_EXP_001129ENSG00000170890PLA2G1B5319BindingDB
TAR_EXP_001134ENSG00000149782PLCB35331BindingDB
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL
TAR_EXP_001320ENSG00000262418PTPRC5788BindingDB, ChEMBL, NPASS