IMPPAT Phytochemical information: 
2,5-Dihydroxy-4-methoxy-9H-fluoren-9-one

2,5-Dihydroxy-4-methoxy-9H-fluoren-9-one
Summary

SMILES: COc1cc(O)cc2c1-c1c(O)cccc1C2=O
InChI: InChI=1S/C14H10O4/c1-18-11-6-7(15)5-9-13(11)12-8(14(9)17)3-2-4-10(12)16/h2-6,15-16H,1H3
InChIKey: BNLICISMBGNGFN-UHFFFAOYSA-N
DeepSMILES: COcccO)ccc6-ccO)cccc6C9=O
Scaffold Graph/Node/Bond level: O=C1c2ccccc2-c2ccccc21
Scaffold Graph/Node level: OC1C2CCCCC2C2CCCCC12
Scaffold Graph level: CC1C2CCCCC2C2CCCCC12
Functional groups: cOC; cO; cC(=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Fluorenes
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Polycyclic aromatic polyketides
NP Classifier Class: Anthraquinones and anthrones
Synonymous chemical names:
dengibsin, 2,5-dihydroxy-4-methoxy-9-fluorenone, Dengibsin
External chemical identifiers:
CID:CID_10879298; ZINC:ZINC000014808071; SureChEMBL:SCHEMBL7792240
Chemical structure download


2,5-Dihydroxy-4-methoxy-9H-fluoren-9-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 242.23
Log P RDKit 2.32
Topological polar surface area (Å2) RDKit 66.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 13
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 1
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


2,5-Dihydroxy-4-methoxy-9H-fluoren-9-one
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 0.686821


2,5-Dihydroxy-4-methoxy-9H-fluoren-9-one
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 -6.13
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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