IMPPAT Phytochemical information: 
Ventiloquinone J

Ventiloquinone J
Summary

SMILES: COC1=CC(=O)c2c(C1=O)c(OC)c1c(c2O)[C@@H](C)O[C@H](C1)C
InChI: InChI=1S/C17H18O6/c1-7-5-9-12(8(2)23-7)16(20)13-10(18)6-11(21-3)15(19)14(13)17(9)22-4/h6-8,20H,5H2,1-4H3/t7-,8+/m0/s1
InChIKey: JEECYYPCVSQTBX-JGVFFNPUSA-N
DeepSMILES: COC=CC=O)ccC6=O))cOC))ccc6O))[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; cOC; 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 j
External chemical identifiers:
CID:CID_11290102; ZINC:ZINC000014827909
Chemical structure download


Ventiloquinone J
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 318.33
Log P RDKit 2.33
Topological polar surface area (Å2) RDKit 82.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 6
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 7
Shape complexity RDKit 0.41
Number of rotatable bonds RDKit 2
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 J
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.9


Ventiloquinone J
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.59
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No