IMPPAT Phytochemical information: 
2,2-Dimethyl-7-sec-butyl-2H,5H-pyrano[4,3-b]pyran-5-one
2,2-Dimethyl-7-sec-butyl-2H,5H-pyrano[4,3-b]pyran-5-one
Summary

SMILES: CCC(c1cc2OC(C)(C)C=Cc2c(=O)o1)C
InChI: InChI=1S/C14H18O3/c1-5-9(2)11-8-12-10(13(15)16-11)6-7-14(3,4)17-12/h6-9H,5H2,1-4H3
InChIKey: IISWKXFZZSGZJB-UHFFFAOYSA-N
DeepSMILES: CCCcccOCC)C)C=Cc6c=O)o%10))))))))))C
Scaffold Graph/Node/Bond level: O=c1occc2c1C=CCO2
Scaffold Graph/Node level: OC1OCCC2OCCCC12
Scaffold Graph level: CC1CCCC2CCCCC12
Functional groups: cOC; cC=CC; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrans
ClassyFire Subclass: Pyranones and derivatives
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Cyclic polyketides
NP Classifier Class: 2-pyrone derivatives
Synonymous chemical names:
2,2-dimethyl-7-sec-butyl-2h,5h-pyrano[4,3-b]pyran-5-one, 2,2-dimethyl-7-sec-(butyl-2h,5h-pyrano[4,3-b]pyran-5-one
External chemical identifiers:
CID:CID_15825655
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2,2-Dimethyl-7-sec-butyl-2H,5H-pyrano[4,3-b]pyran-5-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 234.3
Log P RDKit 3.34
Topological polar surface area (Å2) RDKit 39.44
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.07
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 2
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 2
2,2-Dimethyl-7-sec-butyl-2H,5H-pyrano[4,3-b]pyran-5-one
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 0.79
2,2-Dimethyl-7-sec-butyl-2H,5H-pyrano[4,3-b]pyran-5-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.65
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No