IMPPAT Phytochemical information: 
Furoguaiacidin

Furoguaiacidin
Summary

SMILES: COCc1c(oc(c1C)c1ccc(c(c1)OC)O)c1ccc(c(c1)OC)O
InChI: InChI=1S/C21H22O6/c1-12-15(11-24-2)21(14-6-8-17(23)19(10-14)26-4)27-20(12)13-5-7-16(22)18(9-13)25-3/h5-10,22-23H,11H2,1-4H3
InChIKey: IIYMFZOPGGFBGL-UHFFFAOYSA-N
DeepSMILES: COCccocc5C))cccccc6)OC)))O)))))))cccccc6)OC)))O
Scaffold Graph/Node/Bond level: c1ccc(-c2ccc(-c3ccccc3)o2)cc1
Scaffold Graph/Node level: C1CCC(C2CCC(C3CCCCC3)O2)CC1
Scaffold Graph level: C1CCC(C2CCC(C3CCCCC3)C2)CC1
Functional groups: COC; coc; cOC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Furans
ClassyFire Subclass: Diphenylfurans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
furoguaiacidin, Furoguaiacidin
External chemical identifiers:
CID:CID_100980535
Chemical structure download


Furoguaiacidin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 370.4
Log P RDKit 4.5
Topological polar surface area (Å2) RDKit 81.29
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
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 16
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
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


Furoguaiacidin
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 Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.67


Furoguaiacidin
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes