IMPPAT Phytochemical information: 
2-(2-Thienylmethylene)-1,6-dioxaspiro[4.4]non-3-ene
2-(2-Thienylmethylene)-1,6-dioxaspiro[4.4]non-3-ene
Summary

SMILES: C1COC2(C1)C=C/C(=C\c1cccs1)/O2
InChI: InChI=1S/C12H12O2S/c1-3-11(15-8-1)9-10-4-6-12(14-10)5-2-7-13-12/h1,3-4,6,8-9H,2,5,7H2/b10-9+
InChIKey: LLZQYUSTIRVCPF-MDZDMXLPSA-N
DeepSMILES: CCOCC5)C=C/C=C\ccccs5))))))/O5
Scaffold Graph/Node/Bond level: C1=CC2(CCCO2)OC1=Cc1cccs1
Scaffold Graph/Node level: C1CSC(CC2CCC3(CCCO3)O2)C1
Scaffold Graph level: C1CCC(CC2CCC3(CCCC3)C2)C1
Functional groups: c/C=C1\C=CC(C)(OC)O1; csc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Ethers
Synonymous chemical names:
2-[(z)2-thienylmethylene]-1,6-dioxaspiro[4,4]non-3-ene
External chemical identifiers:
CID:CID_12045806; ChEBI:CHEBI:169717
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-(2-Thienylmethylene)-1,6-dioxaspiro[4.4]non-3-ene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 220.29
Log P RDKit 3.18
Topological polar surface area (Å2) RDKit 18.46
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.08
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 4
Shape complexity RDKit 0.33
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
2-(2-Thienylmethylene)-1,6-dioxaspiro[4.4]non-3-ene
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 0.72
2-(2-Thienylmethylene)-1,6-dioxaspiro[4.4]non-3-ene
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 -5.73
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No