IMPPAT Phytochemical information: 
2-Methoxy-2,9-dimethylbenzonorbornene

2-Methoxy-2,9-dimethylbenzonorbornene
Summary

SMILES: COC1(C)CC2C(C1c1c2cccc1)C
InChI: InChI=1S/C14H18O/c1-9-12-8-14(2,15-3)13(9)11-7-5-4-6-10(11)12/h4-7,9,12-13H,8H2,1-3H3
InChIKey: UBMPVFLWBGABDY-UHFFFAOYSA-N
DeepSMILES: COCC)CCCC5cc5cccc6)))))))C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)C1CCC2C1
Scaffold Graph/Node level: C1CCC2C3CCC(C3)C2C1
Scaffold Graph level: C1CCC2C3CCC(C3)C2C1
Functional groups: COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Tetralins
NP Classifier Biosynthetic pathway: Terpenoids
Synonymous chemical names:
2-methoxy-2,9-dimethylbenzonorbornene
External chemical identifiers:
CID:CID_575788
Chemical structure download


2-Methoxy-2,9-dimethylbenzonorbornene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 202.3
Log P RDKit 3.31
Topological polar surface area (Å2) RDKit 9.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.57
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
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 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


2-Methoxy-2,9-dimethylbenzonorbornene
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.678544


2-Methoxy-2,9-dimethylbenzonorbornene
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 High
Log Kp (Skin permeation, cm/s) SwissADME -5.52
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No