IMPPAT Phytochemical information: 
2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4,4]non-3-ene
2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4,4]non-3-ene
Summary

SMILES: C/C=C/C=C/C=C/1\C=CC2(O1)CCCO2
InChI: InChI=1S/C13H16O2/c1-2-3-4-5-7-12-8-10-13(15-12)9-6-11-14-13/h2-5,7-8,10H,6,9,11H2,1H3/b3-2+,5-4+,12-7+
InChIKey: ZDRLUYUPSIVYOD-ZHMYCGPMSA-N
DeepSMILES: C/C=C/C=C/C=C\C=CCO\5)CCCO5
Scaffold Graph/Node/Bond level: C=C1C=CC2(CCCO2)O1
Scaffold Graph/Node level: CC1CCC2(CCCO2)O1
Scaffold Graph level: CC1CCC2(CCCC2)C1
Functional groups: C/C=C/C=C/C=C1\C=CC(C)(OC)O1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Ethers
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
Synonymous chemical names:
2-(2,4-hexadiynylidene)-1,6-dioxaspiro[4,4]non-3-ene
External chemical identifiers:
CID:CID_91751298
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-(2,4-Hexadiynylidene)-1,6-dioxaspiro[4,4]non-3-ene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 204.27
Log P RDKit 3.1
Topological polar surface area (Å2) RDKit 18.46
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 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 5
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 2
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
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 2
2-(2,4-Hexadiynylidene)-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 0.64
2-(2,4-Hexadiynylidene)-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 -5.41
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 Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No