IMPPAT Phytochemical information: 
Benzene, 1,1'-(2-pentene-1,5-diyl)bis-
Benzene, 1,1'-(2-pentene-1,5-diyl)bis-
Summary

SMILES: c1ccc(cc1)CC/C=C/Cc1ccccc1
InChI: InChI=1S/C17H18/c1-4-10-16(11-5-1)14-8-3-9-15-17-12-6-2-7-13-17/h1-8,10-13H,9,14-15H2/b8-3+
InChIKey: JGOZVYDIWQEWAS-FPYGCLRLSA-N
DeepSMILES: cccccc6))CC/C=C/Ccccccc6
Scaffold Graph/Node/Bond level: C(=CCc1ccccc1)CCc1ccccc1
Scaffold Graph/Node level: C1CCC(CCCCCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCCCCC2CCCCC2)CC1
Functional groups: C/C=C/C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylpropanoids (C6-C3)
Synonymous chemical names:
1,5-diphenyl-2-pentene
External chemical identifiers:
CID:CID_5368485; SureChEMBL:SCHEMBL433496
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Benzene, 1,1'-(2-pentene-1,5-diyl)bis-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 222.33
Log P RDKit 4.42
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 17
Number of heavy atoms RDKit 17
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 14
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.18
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 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Benzene, 1,1'-(2-pentene-1,5-diyl)bis-
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.656932
Benzene, 1,1'-(2-pentene-1,5-diyl)bis-
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -4.05
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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