IMPPAT Phytochemical information: 
Ventiloquinone F

Ventiloquinone F
Summary

SMILES: COC1=CC(=O)c2c(C1=O)c(O)c1c(c2)[C@@H](C)O[C@H](C1)C
InChI: InChI=1S/C16H16O5/c1-7-4-10-9(8(2)21-7)5-11-12(17)6-13(20-3)16(19)14(11)15(10)18/h5-8,18H,4H2,1-3H3/t7-,8+/m0/s1
InChIKey: VNVSSZITGOCWNO-JGVFFNPUSA-N
DeepSMILES: COC=CC=O)ccC6=O))cO)ccc6)[C@@H]C)O[C@H]C6)C
Scaffold Graph/Node/Bond level: O=C1C=CC(=O)c2cc3c(cc21)CCOC3
Scaffold Graph/Node level: OC1CCC(O)C2CC3COCCC3CC12
Scaffold Graph level: CC1CCC(C)C2CC3CCCCC3CC12
Functional groups: COC1=CC(=O)ccC1=O; cO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isochromanequinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
ventiloquinone f
External chemical identifiers:
CID:CID_11403490; ZINC:ZINC000014827896
Chemical structure download


Ventiloquinone F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 288.3
Log P RDKit 2.32
Topological polar surface area (Å2) RDKit 72.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.12
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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


Ventiloquinone F
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 0.858215


Ventiloquinone F
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.85
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.39
Number of PAINS structural alerts SwissADME 1
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 No
P-glycoprotein substrate SwissADME No