IMPPAT Phytochemical information: 
Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate

Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate
Summary

SMILES: CCCCC[C@@H]1[C@H](CCC1=O)CC(=O)OC
InChI: InChI=1S/C13H22O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h10-11H,3-9H2,1-2H3/t10-,11-/m1/s1
InChIKey: KVWWIYGFBYDJQC-GHMZBOCLSA-N
DeepSMILES: CCCCC[C@@H][C@H]CCC5=O))))CC=O)OC
Scaffold Graph/Node/Bond level: O=C1CCCC1
Scaffold Graph/Node level: OC1CCCC1
Scaffold Graph level: CC1CCCC1
Functional groups: CC(=O)C; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Lineolic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Octadecanoids
NP Classifier Class: Jasmonic acids
Synonymous chemical names:
methyl-dihydrojasmonate, methyl dihydrojasmonate
External chemical identifiers:
CID:CID_1738124; ChEBI:CHEBI:89741; ZINC:ZINC000002077816; FDASRS:XM1C2C5MMN; SureChEMBL:SCHEMBL2120759
Chemical structure download


Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 226.32
Log P RDKit 2.73
Topological polar surface area (Å2) RDKit 43.37
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.15
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 11
Shape complexity RDKit 0.85
Number of rotatable bonds RDKit 7
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 1
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1


Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate
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 0.516384


Methyl (1R-trans)-3-oxo-2-pentylcyclopentaneacetate
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 -5.78
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No