IMPPAT Phytochemical information: 
4,7-Methanoazulene

4,7-Methanoazulene
Summary

SMILES: c1cc2-c(c1)cc1Cc2cc1
InChI: InChI=1S/C11H8/c1-2-9-6-8-4-5-10(7-8)11(9)3-1/h1-6H,7H2
InChIKey: MUXWALMJUFGNDY-UHFFFAOYSA-N
DeepSMILES: ccc-cc5)ccCc6cc5
Scaffold Graph/Node/Bond level: C1=CC2=CC3=CC=C(C3)C2=C1
Scaffold Graph/Node level: C1CC2CC3CCC(C3)C2C1
Scaffold Graph level: C1CC2CC3CCC(C3)C2C1
Functional groups: C1=CC2=C3C=CC(=CC2=C1)C3
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Hydrocarbons
ClassyFire Class: Aromatic hydrocarbons
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
Synonymous chemical names:
4,7-methanoazulene
External chemical identifiers:
CID:CID_129829942; SureChEMBL:SCHEMBL15261635
Chemical structure download


4,7-Methanoazulene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 140.19
Log P RDKit 2.68
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 11
Number of heavy atoms RDKit 11
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 10
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.09
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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


4,7-Methanoazulene
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 2
Ghose rule RDKit Failed
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


4,7-Methanoazulene
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -5.09
Number of PAINS structural alerts SwissADME 0
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 No
P-glycoprotein substrate SwissADME Yes