IMPPAT Phytochemical information: 
Ventiloquinone A

Ventiloquinone A
Summary

SMILES: COc1c2C(=O)C3=C(C(=O)c2c(c2c1OCO2)O)C[C@@H](O[C@@H]3C)C
InChI: InChI=1S/C17H16O7/c1-6-4-8-9(7(2)24-6)13(19)11-10(12(8)18)14(20)16-17(15(11)21-3)23-5-22-16/h6-7,20H,4-5H2,1-3H3/t6-,7+/m0/s1
InChIKey: QKLVHWJTSFVTRV-NKWVEPMBSA-N
DeepSMILES: COccC=O)C=CC=O)c6ccc%10OCO5)))))O))))C[C@@H]O[C@@H]6C)))C
Scaffold Graph/Node/Bond level: O=C1C2=C(COCC2)C(=O)c2cc3c(cc21)OCO3
Scaffold Graph/Node level: OC1C2CCOCC2C(O)C2CC3OCOC3CC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CC3CCCC3CC12
Functional groups: cOC; CC1=C(C)C(=O)ccC1=O; c1cOCO1; cO; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isochromanequinones
ClassyFire Subclass: Benzoisochromanequinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
ventiloquinone a
External chemical identifiers:
CID:CID_76323252; ChEMBL:CHEMBL2269918; ZINC:ZINC000103296514
Chemical structure download


Ventiloquinone A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 332.31
Log P RDKit 2
Topological polar surface area (Å2) RDKit 91.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 7
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 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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


Ventiloquinone A
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.840741


Ventiloquinone A
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -6.93
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 Yes
P-glycoprotein substrate SwissADME Yes