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(c)=O
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:6763; ChEMBL:CHEMBL51931; 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 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 0.6236
9,10-Phenanthrenequinone
ADMET 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 2.0
Number of Brenk structural alerts SwissADME 1.0
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
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000216500DHRS7700
ENSP00000219070MMP2700
ENSP00000235835AKR7A2844
ENSP00000263126AKR1C4744
ENSP00000285930AKR1B1728
ENSP00000290354CBR3700
ENSP00000297494NOS3800
ENSP00000311032CASP3700
ENSP00000321445MSC787
ENSP00000352584AKR1B10700
ENSP00000353720CES1725
ENSP00000355377AKR7A3807
ENSP00000369927AKR1C3786
ENSP00000370129AKR1C2775
ENSP00000370254AKR1C1765
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.