IMPPAT Phytochemical information: 
1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone

1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
Summary

SMILES: COc1c2OC(C)(C)C=Cc2cc(c1O)C(=O)C
InChI: InChI=1S/C14H16O4/c1-8(15)10-7-9-5-6-14(2,3)18-12(9)13(17-4)11(10)16/h5-7,16H,1-4H3
InChIKey: LJJCHKIUOGODJO-UHFFFAOYSA-N
DeepSMILES: COccOCC)C)C=Cc6ccc%10O))C=O)C
Scaffold Graph/Node/Bond level: C1=Cc2ccccc2OC1
Scaffold Graph/Node level: C1CCC2OCCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: cOC; cC=CC; cO; cC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
Synonymous chemical names:
ripariochromene a, Ripariochromene A
External chemical identifiers:
CID:CID_12314885; SureChEMBL:SCHEMBL14363860
Chemical structure download


1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 248.28
Log P RDKit 2.79
Topological polar surface area (Å2) RDKit 55.76
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 9
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.36
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 1
Number of aromatic heterocycles RDKit 0
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


1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
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 0.817534


1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
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 -5.90
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