IMPPAT Phytochemical information: 
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
Summary

SMILES: C1=CC2CC3CC1CC(C2)C=C3
InChI: InChI=1S/C12H16/c1-2-10-7-11-3-4-12(8-10)6-9(1)5-11/h1-4,9-12H,5-8H2
InChIKey: CVTLLDSFCWSQTI-UHFFFAOYSA-N
DeepSMILES: C=CCCCCC7CCC8)C=C7
Scaffold Graph/Node/Bond level: C1=CC2CC3C=CC(CC1C3)C2
Scaffold Graph/Node level: C1CC2CC3CCC(CC1C3)C2
Scaffold Graph level: C1CC2CC3CCC(CC1C3)C2
Functional groups: CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Hydrocarbons
ClassyFire Class: Polycyclic hydrocarbons
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
External chemical identifiers:
CID:CID_561682
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 160.26
Log P RDKit 3.16
Topological polar surface area (Å2) RDKit 0
Number of hydrogen bond acceptors RDKit 0
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 0
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 4
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.48
Tricyclo[4.4.1.1(3,8)]dodeca-4,9-diene
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 Yes
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.69
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No