IMPPAT Phytochemical information: 
Myricanone

Myricanone
Summary

SMILES: COc1c2-c3cc(CCC(=O)CCCCc(c2)c(c1OC)O)ccc3O
InChI: InChI=1S/C21H24O5/c1-25-20-17-12-14(19(24)21(20)26-2)5-3-4-6-15(22)9-7-13-8-10-18(23)16(17)11-13/h8,10-12,23-24H,3-7,9H2,1-2H3
InChIKey: ZTSNTUQTNQSIDC-UHFFFAOYSA-N
DeepSMILES: COcc-cccCCC=O)CCCCcc%13)cc%15OC)))O))))))))))ccc6O
Scaffold Graph/Node/Bond level: O=C1CCCCc2cccc(c2)-c2cccc(c2)CC1
Scaffold Graph/Node level: OC1CCCCC2CCCC(C2)C2CCCC(CC1)C2
Scaffold Graph level: CC1CCCCC2CCCC(C2)C2CCCC(CC1)C2
Functional groups: cOC; CC(=O)C; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Cyclic diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Biaryl type diarylheptanoids
Synonymous chemical names:
Myricanone, myricanone
External chemical identifiers:
CID:CID_161748; ChEMBL:CHEMBL2152655; ChEBI:CHEBI:141540; ZINC:ZINC000005998679; SureChEMBL:SCHEMBL432252; MolPort-039-052-629
Chemical structure download


Myricanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 356.42
Log P RDKit 4.01
Topological polar surface area (Å2) RDKit 75.99
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 5
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 13
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.38
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3


Myricanone
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.850185


Myricanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.88
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes