IMPPAT Phytochemical information: 
2-Cyclopenten-1-one, 3-methyl-2-(2,4-pentadienyl)-, (Z)-

2-Cyclopenten-1-one, 3-methyl-2-(2,4-pentadienyl)-, (Z)-
Summary

SMILES: C=C/C=C\CC1=C(C)CCC1=O
InChI: InChI=1S/C11H14O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h3-5H,1,6-8H2,2H3/b5-4-
InChIKey: GBEJULSURQZDNX-PLNGDYQASA-N
DeepSMILES: C=C/C=C\CC=CC)CCC5=O
Scaffold Graph/Node/Bond level: O=C1C=CCC1
Scaffold Graph/Node level: OC1CCCC1
Scaffold Graph level: CC1CCCC1
Functional groups: C=C/C=C\C; CC1=C(C)C(=O)CC1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
Synonymous chemical names:
pyrethrone
External chemical identifiers:
CID:CID_5373801
Chemical structure download


2-Cyclopenten-1-one, 3-methyl-2-(2,4-pentadienyl)-, (Z)-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 162.23
Log P RDKit 2.8
Topological polar surface area (Å2) RDKit 17.07
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 11
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 1
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 7
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
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


2-Cyclopenten-1-one, 3-methyl-2-(2,4-pentadienyl)-, (Z)-
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 0.58


2-Cyclopenten-1-one, 3-methyl-2-(2,4-pentadienyl)-, (Z)-
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 -5.74
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No