IMPPAT Phytochemical information: 
Densiflorine

Densiflorine
Summary

SMILES: COc1cc(c(cc1OC)CCN(C)C)C1C(=O)c2c(C1=O)ccc1c2OCO1
InChI: InChI=1S/C22H23NO6/c1-23(2)8-7-12-9-16(26-3)17(27-4)10-14(12)18-20(24)13-5-6-15-22(29-11-28-15)19(13)21(18)25/h5-6,9-10,18H,7-8,11H2,1-4H3
InChIKey: OALWQTMURSABLQ-UHFFFAOYSA-N
DeepSMILES: COcccccc6OC))))CCNC)C)))))CC=O)ccC5=O))cccc6OCO5
Scaffold Graph/Node/Bond level: O=C1c2ccc3c(c2C(=O)C1c1ccccc1)OCO3
Scaffold Graph/Node level: OC1C2CCC3OCOC3C2C(O)C1C1CCCCC1
Scaffold Graph level: CC1C2CCC3CCCC3C2C(C)C1C1CCCCC1
Functional groups: cOC; CN(C)C; cC(=O)C; c1cOCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Indanes
ClassyFire Subclass: Indanones
Synonymous chemical names:
densiflorine, Densiflorine
External chemical identifiers:
CID:CID_343060
Chemical structure download


Densiflorine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 397.43
Log P RDKit 2.7
Topological polar surface area (Å2) RDKit 74.3
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 29
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4


Densiflorine
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 0.69


Densiflorine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.50
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No