IMPPAT Phytochemical information: 
6-Methyl-3-pentyl-9-(prop-1-en-2-yl)dibenzo[b,d]furan-1-ol
6-Methyl-3-pentyl-9-(prop-1-en-2-yl)dibenzo[b,d]furan-1-ol
Summary

SMILES: CCCCCc1cc(O)c2c(c1)oc1c2c(ccc1C)C(=C)C
InChI: InChI=1S/C21H24O2/c1-5-6-7-8-15-11-17(22)20-18(12-15)23-21-14(4)9-10-16(13(2)3)19(20)21/h9-12,22H,2,5-8H2,1,3-4H3
InChIKey: NAGBBYZBIQVPIQ-UHFFFAOYSA-N
DeepSMILES: CCCCCcccO)ccc6)occ5cccc6C))))C=C)C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)oc1ccccc12
Scaffold Graph/Node level: C1CCC2C(C1)OC1CCCCC12
Scaffold Graph level: C1CCC2C(C1)CC1CCCCC12
Functional groups: cO; cC(=C)C; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzofurans
ClassyFire Subclass: Dibenzofurans
NP Classifier Biosynthetic pathway: Polyketides
Synonymous chemical names:
dehydrocannabifuran
External chemical identifiers:
CID:CID_59444381; SureChEMBL:SCHEMBL13214162
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6-Methyl-3-pentyl-9-(prop-1-en-2-yl)dibenzo[b,d]furan-1-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 308.42
Log P RDKit 6.37
Topological polar surface area (Å2) RDKit 33.37
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 2
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 14
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 5
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
6-Methyl-3-pentyl-9-(prop-1-en-2-yl)dibenzo[b,d]furan-1-ol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.56
6-Methyl-3-pentyl-9-(prop-1-en-2-yl)dibenzo[b,d]furan-1-ol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Poorly 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 -2.86
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No