IMPPAT Phytochemical information: 
cis-3-Hexenyl benzoate
cis-3-Hexenyl benzoate
Summary

SMILES: CC/C=C\CCOC(=O)c1ccccc1
InChI: InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-
InChIKey: BCOXBEHFBZOJJZ-ARJAWSKDSA-N
DeepSMILES: CC/C=C\CCOC=O)cccccc6
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: C/C=C\C; cC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)
NP Classifier Class: Simple phenolic acids
Synonymous chemical names:
(Z)-3-hexenyl benzoate, cis-hexenyl-3-benzoate, 3-(z)-hexenyl benzoate, cis-3-hexenyl-benzoate, cis-3-Hexenyl benzoate, Cis-3-hexenylbenzoate, (z)-3-hexenyl butyrate, cis-hex-3-enyl benzoate, 3-hexenyl-benzoate, cis-3-hexenyl benzoate, (z)-3-hexenyl-benzoate, (Z)-3-Hexenyl benzoate, (z )-3-hexenyl benzoate, (z)-3-hexenylbenzoate, (z)-3-hexyl benzoate, cis-3-hexenylbenzoate, cis-hexenyl-benzoate
External chemical identifiers:
CID:CID_5367706; ChEMBL:CHEMBL3182851; ChEBI:CHEBI:156235; ZINC:ZINC000012402005; FDASRS:P4871S0YA9; SureChEMBL:SCHEMBL130434; MolPort-003-960-155
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
cis-3-Hexenyl benzoate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 204.27
Log P RDKit 3.2
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 15
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 9
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.31
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
cis-3-Hexenyl benzoate
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 0.41801
cis-3-Hexenyl benzoate
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 -4.68
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No